SCS-C000138

Granulosane A

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Scalarane sesterterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Dysidea granulosa (NA)

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

Xisha Islands

DOI: 10.1021/acs.jnatprod.9b01202 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

402.3 Da

Threshold ≤ 500

ALogP

6.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H46O2

Molecular Weight:

402.3492 Da

SMILES:

CCC1=CCO[C@@]2(C)[C@@H](O)C[C@@H]3[C@@]4(C)CCC[C@](C)(CC)[C@@H]4CC[C@@]3(C)[C@@H]2CC1

InChIKey:

                        BLBUJKVIFNDFHU-ONMDTXNYSA-N
                        
                    

InChI:

InChI=1S/C27H46O2/c1-7-19-10-11-21-26(5)16-12-20-24(3,8-2)14-9-15-25(20,4)22(26)18-23(28)27(21,6)29-17-13-19/h13,20-23,28H,7-12,14-18H2,1-6H3/t20-,21-,22+,23-,24-,25-,26-,27+/m0/s1

Calculated Properties

ALogP:

6.912 lipophilicity

TPSA:

29.46 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9259 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000138

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesterterpenoids

NPClassifier Class:

Scalarane sesterterpenoids

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
Antitumor	—	HCT116,A549,BEL-7402,Jurkat,K562	> 30.0 μM	10.1021/acs.jnatprod.9b01202 Journal of Natural Products

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