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  3. (1aS,4S,4aS,5S,8aR)-5-acetyl-4,4a-dimethyl-2,3,4,5,7,8-hexahydro-1aH-naphtho[1,8a-b]oxiren-6-one

SCS-C004994

(1aS,4S,4aS,5S,8aR)-5-acetyl-4,4a-dimethyl-2,3,4,5,7,8-hexahydro-1aH-naphtho[1,8a-b]oxiren-6-one

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Nardosinane sesquiterpenoids
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Chemical Structure

Structure of (1aS,4S,4aS,5S,8aR)-5-acetyl-4,4a-dimethyl-2,3,4,5,7,8-hexahydro-1aH-naphtho[1,8a-b]oxiren-6-one
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Lemnalia africana (NA)
Original source name: Lemnalia africana|Paralemnalia thyrsoides
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Lemnalia Species Lemnalia africana
South China Sea
DOI: 10.1039/np9840100551  · Natural Product Reports
Paralemnalia thyrsoides (NA)
Original source name: Lemnalia africana|Paralemnalia thyrsoides
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Paralemnalia Species Paralemnalia thyrsoides
South China Sea
DOI: 10.1039/np9840100551  · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight
236.3 Da
Threshold ≤ 500
ALogP
2.13
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C14H20O3
Molecular Weight:
236.3110 Da
SMILES:
CC(=O)[C@H]1C(=O)CC[C@]23O[C@H]2CC[C@H](C)[C@@]13C
InChIKey:
GEKIRUNXRBCQFB-KDPWEKEESA-N
InChI:
InChI=1S/C14H20O3/c1-8-4-5-11-14(17-11)7-6-10(16)12(9(2)15)13(8,14)3/h8,11-12H,4-7H2,1-3H3/t8-,11-,12-,13-,14-/m0/s1
Calculated Properties
ALogP:
2.128 lipophilicity
TPSA:
46.67 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
3 (0 aromatic)
Chiral Centers:
5
Fsp³:
0.8571 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004994
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Nardosinane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD1252

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged