(3alpha,4alpha,5alpha,8alpha,9beta,13alpha,14beta,16beta,17Z)-16-Acetoxy-3,11-dihydroxy-4,8,14-trimethyl-18-norcholesta-17,24-dien-21-oic acid

Basic Information

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CAS Number

6990-06-3

Molecular Formula

C31H48O6

Molecular Weight

516.72 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Melting Point

193°C

Boiling Point

521.49°C (rough estimate)

Density

1.0389 (rough estimate)

Flash Point

198

Refractive Index

1.4890 (estimate)

Specific Rotation

D20 -9° (chloroform)

SMILES

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CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)O)C

InChI

InChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1

InChIKey

IECPWNUMDGFDKC-MZJAQBGESA-N

LogP

5.6661000000000055

pKa

pK: 5.35 in water

Topological Polar Surface Area

104.06 Å²

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

994

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Sensitiveness

thermally sensitive

Toxicity

LD50 in mice (g/kg): 1.2 s.c.; 1.5 orally (Godtfredsen)

Synonyms & References

English

CEM102
FUSIDIC ACID [EP IMPURITY]
EX-A3797
CCG-269829
fusidic-acid
Fusidine
MLS001332649
SMR000857101
Fusidic acid, European Pharmacopoeia (EP) Reference Standard
Ramycin
CEM-102
Acidum fusidicum
(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
IECPWNUMDGFDKC-MZJAQBGESA-N
S01AA13
fusidic acid
Fucidate
Q-201141
AKOS005146257
SQ 16603
Fusidic acid [USAN:INN:BAN]
(Z)-ent-16alpha-(acetyloxy)-3beta,11beta-dihydroxy-4beta,8,14- trimethyl-18-nor-5beta,10alpha-cholesta-17(20),24-dien-21-oate
NSC 56192
(2Z)-2-((17Z)-16beta-acetoxy-3alpha,11alpha-dihydroxy-4alpha,8alpha,10,14beta-tetramethyl-5alpha,9beta,13alpha-gonan-17-ylidene)-6-methylhept-5-enoic acid
29-Nor-8.alpha.,13.alpha.,14.beta.-dammara-17(20),24-dien-21-oic acid, 3.alpha.,11.alpha.,16.beta.-trihydroxy-, 16-acetate, (Z)-
MLS002207094
16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic acid
Flucidin
(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-4,8,10,14-tetramethyl-3,11-bis(oxidanyl)-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid
(3alpha,4alpha,8alpha,9beta,11alpha,13alpha,147beta,167beta,17Z)-16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid
D04281

MDL Number

MFCD00865135

Customs Code

2942000000

FAQ

What is (3alpha,4alpha,5alpha,8alpha,9beta,13alpha,14beta,16beta,17Z)-16-Acetoxy-3,11-dihydroxy-4,8,14-trimethyl-18-norcholesta-17,24-dien-21-oic acid (CAS: 6990-06-3)?

This compound is a steroidal molecule with the chemical formula C27H44O5. It features a complex structure including acetoxy, hydroxy, and methyl groups, and is derived from cholesterol. Its characteristics include high molecular weight and potential solubility in organic solvents, making it relevant in chemical research and pharmaceutical applications.

What are the main uses of (3alpha,4alpha,5alpha,8alpha,9beta,13alpha,14beta,16beta,17Z)-16-Acetoxy-3,11-dihydroxy-4,8,14-trimethyl-18-norcholesta-17,24-dien-21-oic acid (CAS: 6990-06-3)?

Primarily used as a research reagent in pharmaceutical and biochemical studies, this compound serves as a precursor for drug development and metabolic pathway analysis. Its steroidal structure also makes it valuable in organic synthesis and as a model compound for studying cholesterol-related functions in biological systems.

Is (3alpha,4alpha,5alpha,8alpha,9beta,13alpha,14beta,16beta,17Z)-16-Acetoxy-3,11-dihydroxy-4,8,14-trimethyl-18-norcholesta-17,24-dien-21-oic acid (CAS: 6990-06-3) safe?

This compound is generally considered safe when handled according to standard chemical safety protocols. However, it requires protective measures such as gloves and ventilation to avoid direct contact. Safety data indicates it is not classified as highly toxic, but proper disposal and compliance with regulatory guidelines are essential for minimizing risks.

How should (3alpha,4alpha,5alpha,8alpha,9beta,13alpha,14beta,16beta,17Z)-16-Acetoxy-3,11-dihydroxy-4,8,14-trimethyl-18-norcholesta-17,24-dien-21-oic acid (CAS: 6990-06-3) be stored?

Store in a cool, dry place (ideally 2-8°C), away from light, and in airtight containers to maintain stability. It should be kept in a desiccator or under inert gas to prevent moisture exposure. Avoid prolonged storage to ensure optimal preservation and prevent degradation of its functional groups.