SCS-C001851

Capillobenzopyranol

Pathway: Terpenoids Superclass: Meroterpenoids Class: Miscellaneous meroterpenoids

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

Sinularia tumulosa (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sarcophytidae Genus Sclerophytum Species Sclerophytum tumulosum

South China Sea

DOI: 10.1016/j.phytochem.2024.114110 · Phytochemistry

Sinularia verruca (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia verruca

Ximao Island · -8 m

DOI: 10.1021/acs.jnatprod.6b00031 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

338.4 Da

Threshold ≤ 500

ALogP

5.74

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H26O3

Molecular Weight:

338.4000 Da

SMILES:

C/C(=C\CC[C@]1(C)C=Cc2cc(O)c(C)cc2O1)Cc1cc(C)co1

InChIKey:

                        VSUOGDPUZWQBKJ-KSBRZHAFSA-N
                        
                    

InChI:

InChI=1S/C22H26O3/c1-15(10-19-11-16(2)14-24-19)6-5-8-22(4)9-7-18-13-20(23)17(3)12-21(18)25-22/h6-7,9,11-14,23H,5,8,10H2,1-4H3/b15-6+/t22-/m1/s1

Calculated Properties

ALogP:

5.736 lipophilicity

TPSA:

42.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3636 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001851

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Miscellaneous meroterpenoids

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
Antibacterial	MC90	a variety of fish and human pathogenic bacteria	3.6–33.8 μg/mL	10.1016/j.phytochem.2024.114110 Phytochemistry
Antitumor	cytotoxic effect	HEL cells	moderate cytotoxic effects against HEL cells for components 13 and 14	10.1016/j.phytochem.2024.114110 Phytochemistry

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