Home Other Building Blocks (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

(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

CAS No.:
80225-53-2
Catalog Number:
AG00G2L1
Molecular Formula:
C20H26O5
Molecular Weight:
346.4174
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
97%
1 week
United States
$307
- +
10mg
97%
1 week
United States
$446
- +
25mg
97%
1 week
United States
$862
- +
Product Description
Catalog Number:
AG00G2L1
Chemical Name:
(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
CAS Number:
80225-53-2
Molecular Formula:
C20H26O5
Molecular Weight:
346.4174
MDL Number:
MFCD12031636
IUPAC Name:
(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
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
InChI Key:
LCAZOMIGFDQMNC-FORWCCJISA-N
SMILES:
O=C1O[C@H]2[C@@H]3[C@]1(CCCC3(C)C)c1c([C@@H]2O)cc(c(c1O)O)C(C)C
UNII:
F25TV383OC
Properties
Complexity:
572  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
346.178g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
346.423g/mol
Monoisotopic Mass:
346.178g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
87A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.4  
Literature
Title Journal
Rosmanol potently induces apoptosis through both the mitochondrial apoptotic pathway and death receptor pathway in human colon adenocarcinoma COLO 205 cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110201
Rosmanol potently inhibits lipopolysaccharide-induced iNOS and COX-2 expression through downregulating MAPK, NF-kappaB, STAT3 and C/EBP signaling pathways. Journal of agricultural and food chemistry 20091125
Semisynthesis and biological evaluation of abietane-type diterpenes. Revision of the structure of rosmaquinone. Journal of natural products 20090801
Characterization of two unknown compounds in methanol extracts of rosemary oil. Journal of agricultural and food chemistry 20070905
Antioxidant activity of organic extracts from aqueous infusions of sage. Journal of agricultural and food chemistry 20031105
Subcritical water extraction of antioxidant compounds from rosemary plants. Journal of agricultural and food chemistry 20030115
Recovery mechanism of the antioxidant activity from carnosic acid quinone, an oxidized sage and rosemary antioxidant. Journal of agricultural and food chemistry 20021009
Antioxidant capacity of abietanes from Sphacele salviae. Natural product letters 20020801
Semisynthesis of rosmanol and its derivatives. Easy access to abietatriene diterpenes isolated from the genus Salvia with biological activities. Journal of natural products 20020701
Antioxidant properties of phenolic diterpenes from Rosmarinus officinalis. Acta pharmacologica Sinica 20011201
Inhibitory effect of carnosic acid on HIV-1 protease in cell-free assays [corrected]. Journal of natural products 19930801
Properties