SCS-C004448

phyllofolactone A

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Scalarane sesterterpenoids

Chemical Structure

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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.

Download: SDF SMILES

Source Information

Carteriospongia foliascens (Sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Thorectidae Genus Phyllospongia Species Phyllospongia foliascens

South China Sea

DOI: 10.1021/np50074a012 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

430.6 Da

Threshold ≤ 500

ALogP

5.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H42O4

Molecular Weight:

430.6290 Da

SMILES:

CC[C@@]1(C)CCC[C@]2(C)[C@H]3CC(=O)[C@]4(C)[C@H]5C(=O)O[C@@H](C)[C@@H]5[C@@H](O)C[C@H]4[C@]3(C)CC[C@@H]12

InChIKey:

                        UPOWRANTVKEQGR-IJNYSPOMSA-N
                        
                    

InChI:

InChI=1S/C27H42O4/c1-7-24(3)10-8-11-25(4)17(24)9-12-26(5)18(25)14-20(29)27(6)19(26)13-16(28)21-15(2)31-23(30)22(21)27/h15-19,21-22,28H,7-14H2,1-6H3/t15-,16-,17-,18+,19-,21+,22+,24-,25-,26+,27+/m0/s1

Calculated Properties

ALogP:

5.163 lipophilicity

TPSA:

63.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.9259 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004448

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 CMNPD: CMNPD5014

Biological Activity Data

No bioactivity data available for this compound.

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