SCS-C005909

bispuupehenone

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Drimane sesquiterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Dysidea sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Dysideidae Genus Dysidea Species NA

South China Sea

DOI: 10.1107/s1600536808011987 · Acta Crystallographica Section E Structure Reports Online

Drug-likeness (Lipinski Ro5)

Molecular Weight

652.9 Da

Threshold ≤ 500

ALogP

10.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C43H56O5

Molecular Weight:

652.9160 Da

SMILES:

CC1(C)CCC[C@@]2(C)[C@H]1CC[C@]1(C)Cc3cc(O)c4c5c3[C@@H](Oc3c(O)cc6c(c3-5)[C@@H](O4)[C@@H]3[C@@]4(C)CCCC(C)(C)[C@@H]4CC[C@]3(C)O6)[C@@H]12

InChIKey:

                        AROUVHITMBEINH-CPPUMQQXSA-N
                        
                    

InChI:

InChI=1S/C43H56O5/c1-38(2)13-9-15-41(6)26(38)11-17-40(5)21-22-19-23(44)32-30-28(22)34(36(40)41)46-33-24(45)20-25-29(31(30)33)35(47-32)37-42(7)16-10-14-39(3,4)27(42)12-18-43(37,8)48-25/h19-20,26-27,34-37,44-45H,9-18,21H2,1-8H3/t26-,27-,34+,35+,36-,37+,40+,41-,42-,43-/m0/s1

Calculated Properties

ALogP:

10.831 lipophilicity

TPSA:

68.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

10 (2 aromatic)

Chiral Centers:

Fsp³:

0.7209 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005909

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Drimane sesquiterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Enzyme inhibition	IC50	human protein tyrosine phosphatase 1B (hPTP1B)	0.98 mg/ml	10.1107/s1600536808011987 Acta Crystallographica Section E Structure Reports Online

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