SCS-C003018

(3S,4R)-1,4-dimethyl-4-[(1E,3E)-4-[(1R)-4-methylcyclohex-3-en-1-yl]penta-1,3-dienyl]-3-[(E)-2-[(1R)-4-methylcyclohex-3-en-1-yl]prop-1-enyl]cyclohexene

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

Structure of (3S,4R)-1,4-dimethyl-4-[(1E,3E)-4-[(1R)-4-methylcyclohex-3-en-1-yl]penta-1,3-dienyl]-3-[(E)-2-[(1R)-4-methylcyclohex-3-en-1-yl]prop-1-enyl]cyclohexene

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Source Information

Lipastrotethya ana (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Tethyida Family Tethyidae Genus Lipastrotethya Species Lipastrotethya ana

Hainan Island

DOI: 10.1080/10286020.2011.588949 · Journal of Asian Natural Products Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

404.7 Da

Threshold ≤ 500

ALogP

9.29

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H44

Molecular Weight:

404.6820 Da

SMILES:

CC1=CC[C@H](/C(C)=C/C=C/[C@@]2(C)CCC(C)=C[C@H]2/C=C(\C)[C@H]2CC=C(C)CC2)CC1

InChIKey:

                        GFNIWJNBRRFVIS-RHWZGLSESA-N
                        
                    

InChI:

InChI=1S/C30H44/c1-22-9-13-27(14-10-22)25(4)8-7-18-30(6)19-17-24(3)20-29(30)21-26(5)28-15-11-23(2)12-16-28/h7-9,11,18,20-21,27-29H,10,12-17,19H2,1-6H3/b18-7+,25-8+,26-21+/t27-,28-,29-,30-/m0/s1

Calculated Properties

ALogP:

9.291 lipophilicity

TPSA:

0.00 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003018

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cembrane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD17021

Biological Activity Data

No bioactivity data available for this compound.

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