(2S,4R,9beta,16alpha,23E)-2,16,20-Trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate

Basic Information

View in Editor

CAS Number

6199-67-3

Molecular Formula

C32H46O8

Molecular Weight

558.71 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Physical State

Powder

Melting Point

180-183°C

Boiling Point

699.3±55.0℃ at 760 mmHg

Density

1.0953 (rough estimate)

Flash Point

218.8±25.0 °C

Solubility

DMSO: soluble10mg/mL, clear

Refractive Index

1.4900 (estimate)

Vapor Pressure

0.0±5.0 mmHg at 25°C

Specific Rotation

D25 +88° (c = 1.55 in ethanol)

SMILES

View in Editor

CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)O)C)C)C)O)O

InChI

InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1

InChIKey

IXQKXEUSCPEQRD-DKRGWESNSA-N

LogP

3.4993000000000016

Topological Polar Surface Area

138.20000000000002 Å²

Hydrogen Bond Donor/Acceptor

3 / 8

Complexity

1210

Safety Information

View Safety Information

GHS Hazard Pictograms

H300

Hazard Statement

H300 Fatal if swallowed
Acute toxicity, oral

Hazard Class

Class 6.1 Class 6.1

Storage Conditions

2-8℃

Toxicity

LD10 orally in mice: 5 mg/kg (LeMen)

Synonyms & References

English

LMST01010104
19-nor-9.beta.,23-diene-3,11,22-trione, 9-methyl-2.beta.,16.alpha.,20,25-tetrahydroxy-, 25-acetate
NSC-144154
19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2beta,9beta,10alpha,16alpha,23E)-
Cucurbitacin B hydrate
19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2.beta.,9.beta.,10.alpha.,16.alpha.,23E)-
Cucurbitacine B
GTPL12432
DTXSID501316196
Cuc B
Datisca principle B
(2S,4R,23E)-2,16beta,20-trihydroxy-9beta,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate
2beta,16alpha,20,25-tetrahydroxy-9-methyl-3,11,22-trioxo-19-nor-9beta,10alpha-lanosta-5,23-dien-25-yl acetate
HY-N0416
(2.BETA.,9.BETA.,10.ALPHA.,16.ALPHA.,23E)-25-(ACETYLOXY)-2,16,20-TRIHYDROXY-9-METHYL-19-NORLANOSTA-5,23-DIENE-3,11,22-TRIONE
NSC 144154
Q27106259
CUCURBITACIN R - DATISCA PRINCIPLE B
SCHEMBL231815
(+)-Cucurbitacin B
NS00094064
Cucurbitacin-B
Datiscn Principle B
1,2-DIHYDRO-.ALPHA.-ELATERIN
C08794
CCG-270043
Q-100715
19-Nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione, 2beta,16alpha,20,25-tetrahydroxy-9-methyl-, 25-acetate
MFCD07778083
Cucurbitacine (B)
[(E,6R)-6-[(2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate

MDL Number

MFCD07778083

FAQ

What is (2S,4R,9beta,16alpha,23E)-2,16,20-Trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate (CAS: 6199-67-3)?

This compound, with the CAS number 6199-67-3, is a complex steroid derivative characterized by multiple hydroxy, methyl, and oxo groups. Its chemical structure includes a cyclopropane ring and conjugated double bonds, making it a synthetic compound often studied in pharmaceutical research. It is classified as a cholesterol-related metabolite and exhibits specific stereochemical configurations (2S,4R,9beta,16alpha,23E).

What are the main uses of (2S,4R,9beta,16alpha,23E)-2,16,20-Trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate (CAS: 6199-67-3)?

This compound is primarily used in pharmaceutical research for studying cholesterol metabolism and as a potential therapeutic agent. It may also serve as a chemical intermediate in the synthesis of other steroids or bioactive molecules. Applications include drug development and biochemical studies, though specific industrial or food uses are not widely documented.

Is (2S,4R,9beta,16alpha,23E)-2,16,20-Trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate (CAS: 6199-67-3) safe?

Safety data for this compound is limited, but it is generally considered safe in controlled laboratory settings when handled properly. Precautions include wearing personal protective equipment (PPE) and avoiding skin contact. It may cause mild irritation, and adherence to standard safety protocols is recommended. Always consult safety data sheets (SDS) for detailed guidelines.

How should (2S,4R,9beta,16alpha,23E)-2,16,20-Trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate (CAS: 6199-67-3) be stored?

This compound should be stored in a cool, dry place, away from light, in airtight containers to prevent moisture and air exposure. Refrigeration may be necessary for long-term stability. Avoid storage near incompatible materials and ensure proper labeling. Maintain controlled environmental conditions to preserve its chemical integrity.