Versicoumarin C

Details

• Internal ID: bd7cd052-63b0-416c-ac7e-bce14c27953e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-7-hydroxy-6-methoxy-3-methyl-5-(3-methylbut-2-enyl)-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C16H20O4/c1-9(2)5-6-11-12-7-10(3)20-16(18)13(12)8-14(17)15(11)19-4/h5,8,10,17H,6-7H2,1-4H3/t10-/m1/s1
• InChI Key: GBZUPJOFJRYUPJ-SNVBAGLBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL3798284

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.9010	90.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6925	69.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8201	82.01%
P-glycoprotein inhibitior	-	0.8844	88.44%
P-glycoprotein substrate	-	0.8137	81.37%
CYP3A4 substrate	+	0.5344	53.44%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8039	80.39%
CYP3A4 inhibition	-	0.6455	64.55%
CYP2C9 inhibition	-	0.5174	51.74%
CYP2C19 inhibition	+	0.6748	67.48%
CYP2D6 inhibition	-	0.6453	64.53%
CYP1A2 inhibition	+	0.6236	62.36%
CYP2C8 inhibition	-	0.8507	85.07%
CYP inhibitory promiscuity	+	0.5673	56.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.6333	63.33%
Skin irritation	-	0.7386	73.86%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6479	64.79%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5587	55.87%
skin sensitisation	-	0.7724	77.24%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7813	78.13%
Acute Oral Toxicity (c)	III	0.5993	59.93%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6266	62.66%
Thyroid receptor binding	-	0.5382	53.82%
Glucocorticoid receptor binding	-	0.4844	48.44%
Aromatase binding	-	0.5900	59.00%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.8236	82.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.32%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.87%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.23%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.87%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.69%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.37%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.08%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.86%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.85%	93.40%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.34%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.81%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.12%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127045809
• LOTUS: LTS0166888
• wikiData: Q77280562