SCS-C007860

cinerol F

Pathway: Terpenoids

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

Dysidea cinerea (NA)

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

South China Sea · 15 m

DOI: 10.1021/acs.jnatprod.9b00471 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

355.5 Da

Threshold ≤ 500

ALogP

5.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H29NO3

Molecular Weight:

355.4780 Da

SMILES:

CC1=CCC[C@H]2[C@](C)(Cc3cc(O)cc4[nH]c(=O)oc34)[C@@H](C)CC[C@]12C

InChIKey:

                        LQIJEZPZTNFSMI-YVUMSICPSA-N
                        
                    

InChI:

InChI=1S/C22H29NO3/c1-13-6-5-7-18-21(13,3)9-8-14(2)22(18,4)12-15-10-16(24)11-17-19(15)26-20(25)23-17/h6,10-11,14,18,24H,5,7-9,12H2,1-4H3,(H,23,25)/t14-,18+,21+,22+/m0/s1

Calculated Properties

ALogP:

5.168 lipophilicity

TPSA:

66.23 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.5909 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007860

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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	protein-tyrosine phosphatase 1B	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.9b00471 Journal of Natural Products
Other specified activity	IC50	ATP-citrate lyase	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.9b00471 Journal of Natural Products
Other specified activity	IC50	SH2 domain-containing phosphatase-1	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.9b00471 Journal of Natural Products
Antitumor	—	human melanoma A375 cells	32.0 μM	10.1021/acs.jnatprod.9b00471 Journal of Natural Products

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