SCS-C008378
(4S,4aS,5Z,7S,8S)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2H-benzo[8]annulene-7,8-diol
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eremophilane sesquiterpenoids
Chemical Structure
![Structure of (4S,4aS,5Z,7S,8S)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2H-benzo[8]annulene-7,8-diol](/scsmarinenp/static/images/structures/SCS-C008378.png)
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Lemnalia flava
(soft coral)
Original source name: Lemnalia flava | L. flava
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Nephtheidae
Genus
Lemnalia
Species
Lemnalia flava
South China Sea
· -15 m
DOI:
10.1021/acs.joc.8b02912
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
236.4 Da
Threshold ≤ 500
ALogP
2.81
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H24O2
Molecular Weight:
236.3550 Da
SMILES:
C/C1=C/[C@@]2(C)C(=CCC[C@@H]2C)CC[C@H](O)[C@H]1O
InChIKey:
CSNFIYPQPZDSOX-XEFQAAGKSA-N
InChI:
InChI=1S/C15H24O2/c1-10-9-15(3)11(2)5-4-6-12(15)7-8-13(16)14(10)17/h6,9,11,13-14,16-17H,4-5,7-8H2,1-3H3/b10-9-/t11-,13-,14-,15+/m0/s1
Calculated Properties
ALogP:
2.811 lipophilicity
TPSA:
40.46 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
0
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008378
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eremophilane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.