Corosolic acid | 4547-24-4

• 物质功能分类: 生物化工 - 天然产物
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Corosolic acid
• 英文别名: Colosolic acid；10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• CAS: 4547-24-4；52213-27-1；72881-13-1；87205-98-9；114580-53-9
• 化学式: C₃₀H₄₈O₄
• 分子量: 472.709
• InChiKey: HFGSQOYIOKBQOW-UHFFFAOYSA-N

物化性质

• 熔点：
  243～245℃
• 沸点：
  573.3±50.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)
• 溶解度：
  在甲醇中可溶1mg/mL，透明，无色
• LogP：
  7.113 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  34
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• 海关编码：
  2918195000
• 储存条件：
  | 温度范围：2-8℃ |

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Corosolic acid
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 4547-24-4
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C30H48O4
Molecular Weight : 472,70 g/mol
CAS-No. : 4547-24-4
No components need to be disclosed according to the applicable regulations.

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SECTION 4: First aid measures
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 243 - 245 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
change in serum glucose level

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

理化性质

科罗索酸是一种白色无定型粉末，又名植物胰岛素或2α-羟基熊果酸。它是从巴拉巴和大花紫薇中提取的α-香树脂醇型或乌斯烷型五环三萜类化合物。该物质可溶于石油醚、苯、氯仿及吡啶等有机溶剂，但不溶于水，并且在热乙醇和甲醇中的溶解度较高。

科罗索酸在无水条件下与强酸（如硫酸、磷酸、高氯酸）或中强酸（三氯乙酸）、以及Lewis酸（如氯化锌、三氯化铝、三氯化锑）反应时，会显示出颜色变化或者荧光现象。

临床应用和功效

科罗索酸作为防治肥胖症及Ⅱ型糖尿病的新药与功能性天然保健食品医药原料，在市场上受到了极大的关注。目前，它已经在美国以营养补充剂的形式上市，并正在进行三期临床试验，预计不久后将通过FDA认证。与注射胰岛素相比，科罗索酸具有口服效果显著、副作用小以及使用方便等优点。

尽管大花紫薇中含有较高浓度的科罗索酸（约1%），但总体而言，该天然产物在植物中的含量普遍很低；例如，在热水提取的大花紫薇浓缩物中，其含量仅为0.01%，而在巴拿巴叶的醇浓缩提取物中也仅有1%。Microherb公司经过多年的研发，通过先进的色谱分离技术成功提炼出98%纯度的科罗索酸，并用于减肥和治疗糖尿病的研究与临床试验。

科罗索酸的主要功效

1. 能调节体内胰岛素和血糖水平，有助于减重。
2. 具有显著降血糖效果。
3. 对炎症反应具有抑制作用，其抗炎效果优于市场上常见药物如吲哚美辛。
4. 在多种肿瘤细胞生长方面表现出抑制活性。

大花紫薇提取物

科罗索酸是一种存在于大花紫薇中的三萜类化合物。其基本骨架由多氢蒎的五环母核构成，既可以以游离形式存在于植物体内，也可以与其他成分如山楂酸（2α-羟基齐墩果酸）结合形成皂苷存在。二者在结构和化学性质上十分相似，分离较为困难。

科罗索酸能通过促进葡萄糖转运及增强细胞对葡萄糖的吸收利用来实现其降血糖效果；其作用机制类似于胰岛素，因此被称为“植物胰岛素”。多项动物实验表明，该物质能够显著降低正常大鼠和遗传性糖尿病小鼠的血糖水平。此外，它还具有减肥作用，在临床研究中发现服用含有此成分的产品后可明显减轻体重（平均减重0.908-1.816公斤），且过程温和无需节食。

科罗索酸还有多种生物活性，包括抑制TPA诱导的炎症反应、DNA聚合酶抑制效果以及对多种肿瘤细胞生长的抑制作用。这些发现使得它受到了广泛关注并被开发成各种保健品。

大花紫薇

大花紫薇（Lagerstroemia speciosa (L.) Pers.）是一种千屈菜科植物，广泛用于降血糖、抗炎及抗癌等功效的研究与应用。

参考质量标准

• 干燥失重：≤5%
• 重金属含量：≤10ppm
• 农残：≤2ppm
• 溶剂残留：≤0.5%
• 菌检：总菌数≤1000CFU/G，霉菌及酵母菌≤100CFU/G

化学性质与用途

科罗索酸可溶于石油醚、苯、氯仿和吡啶等有机溶剂，而不溶于水；它在热乙醇和甲醇中的溶解度较高。

该物质主要用于含量测定/鉴定及药理实验。同时，它具有降血糖、抗炎以及抑制肿瘤细胞生长等多种药理作用。

文献信息

• Topical Delivery System for Phytosterols
  申请人：GUPTA SHYAM K.

  公开号：US20090042846A1

  公开（公告）日：2009-02-12

  This invention relates to certain sugar esters of phytosterols of formula (I). These esters are useful for topical application, and for the treatment of skin condition, including age spots, acne, loss of cellular antioxidants, collagen loss, loss of skin pliability, loss of skin suppleness, skin wrinkles including fine lines, oxidation, damage from radiation, malfunction of matrix metalloproteases, malfunction of tyrosinases, damage from free radicals, damage from UV, dry skin, xerosis, ichthyosis, dandruff, brownish spots, keratoses, melasma, lentigines, liver spots, pigmented spots, dark circles under the eyes, skin pigmentation including darkened skin, blemishes, oily skin, warts, eczema, pruritic skin, psoriasis, inflammatory dermatoses, topical inflammation, disturbed keratinization, skin changes associated with aging, nail or skin requiring cleansers, conditioning or treatment, and hair or scalp requiring shampooing or conditioning, and combinations thereof; Wherein, n=0, 1, 2, or 3; and R=H, —CH 2 OH, —CH(OH)—CH 2 OH, —CH(OH)—CH(OH)—CH 2 OH; and R 1 =Substituent selected from a sapogenin, steroid, or terpenoid.

  本发明涉及公式（I）的植物甾醇糖酯，这些酯类适用于局部应用，并用于治疗皮肤状况，包括老年斑、痤疮、细胞抗氧化剂的丧失、胶原蛋白的丧失、皮肤柔韧性的丧失、皮肤柔软性的丧失、皮肤皱纹包括细纹、氧化、辐射损伤、基质金属蛋白酶的功能障碍、酪氨酸酶的功能障碍、自由基的损伤、紫外线的损伤、干燥皮肤、角化病、鱼鳞病、头皮屑、褐色斑点、角化病、黄褐斑、肝斑、色素斑点、眼圈黑色素沉着、皮肤色素沉着包括皮肤变黑、瑕疵、油性皮肤、疣、湿疹、瘙痒性皮肤、银屑病、炎症性皮肤病、局部炎症、角化异常、与衰老相关的皮肤变化、需要清洁剂、调理剂或治疗剂的指甲或皮肤，以及需要洗发水或护发素的头发或头皮，以及其组合；其中，n = 0、1、2或3；R = H、—CH2OH、—CH（OH）—CH2OH、—CH（OH）—CH（OH）—CH2OH；R1 = 从皂甙、类固醇或萜类中选择的取代基。
• THE COSMETIC TREATMENT OF CELLULITE
  申请人：Merz Pharma GmbH & Co. KGaA

  公开号：EP3532008B1

  公开（公告）日：2021-08-11
• US7615546B2
  申请人：——

  公开号：US7615546B2

  公开（公告）日：2009-11-10