Vismin - Compound Card

Vismin

Select a section from the left sidebar

Vismin

Family: Plantae - Hypericaceae
Kingdom: Plantae
Class: Anthranol

Canonical Smiles	CC(=CCC1(CC=C(C)C)C(=O)C=C(c2c1cc1cc(C)cc(c1c2O)O)O)C
InChI	InChI=1S/C25H28O4/c1-14(2)6-8-25(9-7-15(3)4)18-12-17-10-16(5)11-19(26)22(17)24(29)23(18)20(27)13-21(25)28/h6-7,10-13,26-27,29H,8-9H2,1-5H3
InChIKey	UACVIOSHILFFIH-UHFFFAOYSA-N
Formula	C₂₅H₂₈O₄
HBA	4
HBD	3
MW	392.5
Rotatable Bonds	4
TPSA	77.76
LogP	5.99
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	29
Formal Charge	0
Fraction CSP3	0.32
Exact Mass	392.2
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Psorospermum aurantiacum	Hypericaceae	Plantae	999533

Showing of synonyms

Tiani G, Ahmed I, et al. (2013). Kenganthranol F, a new Anthranol from Psorospermum aurantiacum.. Natural Product Communications, 2013, 8(1), 103-104. [View] [PubMed]

Pubchem: 155775

Cas: 73210-82-9

Nmrshiftdb2: 60053001

No compound-protein relationship available.

SMILES: c1cccc(c12)cc3c(c2)C=CC(=O)C3

Level: 0

Mol. Weight: 392.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.74
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.71
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.88

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.07
Plasma Protein Binding: 50.2
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 3.17
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 465.12
Hydration Free Energy: -7.57
Log(D) at pH=7.4: 4.28
Log(P): 6.77
Log S: -6.18
Log(Vapor Pressure): -8.57
Melting Point: 180.58
pKa Acid: 7.91
pKa Basic: 6.27

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.9461
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	3	0.9117
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8491
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8476
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8172
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7861
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	4	0.7712
Thiamine-phosphate synthase	P39594	THIE_BACSU	Bacillus subtilis	3	0.7653
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7588
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7587
Xanthine dehydrogenase/oxidase	P22985	XDH_RAT	Rattus norvegicus	3	0.7523
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7498
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7445
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7092
AGAP003309-PA	A0A1U7F4W2	A0A1U7F4W2_ANOGA	Anopheles gambiae	3	0.7074
Pteridine reductase, putative	Q581W1	Q581W1_TRYB2	Trypanosoma brucei brucei	3	0.7071
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7042
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7031