(6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one

Basic Information

View in Editor

CAS Number

80225-53-2

Molecular Formula

C20H26O5

Molecular Weight

346.42 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

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Powder

Boiling Point

574.186 ℃ at 760 mmHg

Density

1.33

Solubility

N/A

SMILES

View in Editor

CC(C)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)O)O)O

InChI

InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3/t14-,16+,17-,20-/m0/s1

InChIKey

LCAZOMIGFDQMNC-FORWCCJISA-N

LogP

3.2577000000000034

Topological Polar Surface Area

86.99000000000001 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

572

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

CHEMBL507166
Rosmanol
D85077
MS-25326
Q27277536
UNII-F25TV383OC
80225-53-2
(6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one
AC-34511
CS-0032078
F25TV383OC
DTXSID80553423
(4bR,8aS,9S,10S)-3,4,10-Trihydroxy-2-isopropyl-8,8-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epoxymethano)phenanthren-12-one
(1R,8S,9S,10S)-3,4,8-trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
33985-86-3
2H-10,4A-(EPOXYMETHANO)PHENANTHREN-12-ONE, 1,3,4,9,10,10A-HEXAHYDRO-5,6,9-TRIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-, (4AR-(4A.ALPHA.,9.BETA.,10.ALPHA.,10A.BETA.))-
SCHEMBL459610
HY-N5015
AKOS016004074
2H-10,4a-(Epoxymethano)phenanthren-12-one, 1,3,4,9,10,10a-hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4ar-(4aalpha,9beta,10alpha,10abeta))-
2H-10,4a-(Epoxymethano)phenanthren-12-one, 1,3,4,9,10,10a-hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR,9S,10S,10aS)-
Rosmarinic acid
[4aR-(4aa,9b,10a,10ab)]-1,3,4,9,10,10a-Hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-2H-10,4a-(epoxymethano)phenanthren-12-one
[4aR-(4aa,9b,10a,10ab)]-1,3,4,9,10,10a-Hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-2H-10,4a-(epoxymethano)
Oxydesaminoisorosmaricin
AK101906

MDL Number

MFCD12031636

Customs Code

2932999099

FAQ

What are the physical and chemical properties of (6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one (CAS: 80225-53-2)?

(6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one is a crystalline solid with a molecular weight of approximately 484.63 g/mol. It is sparingly soluble in water but soluble in organic solvents like methanol and ethanol. It exhibits moderate reactivity, particularly in reactions involving hydroxyl groups and epoxy groups.

How is (6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one (CAS: 80225-53-2) typically synthesized?

(6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one is synthesized via a multi-step process involving the selective epoxidation of a diene, followed by hydroxylation. Common catalysts include ruthenium complexes, and the reaction typically achieves a high yield of 80-90%. The product is purified by recrystallization and chromatography.

What industries use (6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one (CAS: 80225-53-2)?

(6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one finds application in pharmaceuticals, where it is used as a precursor in the synthesis of bioactive compounds. It also has potential uses in the production of polymers for biomedical applications, and as a component in sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling (6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one (CAS: 80225-53-2)?

When handling (6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. The substance should be handled in a fume hood to minimize exposure. In case of a spill, immediately clean up using appropriate absorbent materials and ensure proper disposal. Always consult the Safety Data Sheet (SDS) for detailed safety information.