Versicoumarin B

Details

• Internal ID: bfee94bd-63c5-4ac3-96a5-43f21491c310
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-6,8-dimethoxy-3-methyl-5-(3-methylbut-2-enyl)-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C17H22O4/c1-10(2)6-7-12-13-8-11(3)21-17(18)16(13)15(20-5)9-14(12)19-4/h6,9,11H,7-8H2,1-5H3/t11-/m1/s1
• InChI Key: FODUBJPVKXZURU-LLVKDONJSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL3798026
• CHEBI:203908
• (3R)-6,8-dimethoxy-3-methyl-5-(3-methylbut-2-enyl)-3,4-dihydroisochromen-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.9281	92.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6845	68.45%
P-glycoprotein inhibitior	-	0.7181	71.81%
P-glycoprotein substrate	-	0.8059	80.59%
CYP3A4 substrate	+	0.5212	52.12%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.5810	58.10%
CYP2C9 inhibition	-	0.5757	57.57%
CYP2C19 inhibition	+	0.7929	79.29%
CYP2D6 inhibition	-	0.8178	81.78%
CYP1A2 inhibition	+	0.7639	76.39%
CYP2C8 inhibition	-	0.8230	82.30%
CYP inhibitory promiscuity	+	0.7521	75.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.6431	64.31%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3808	38.08%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7125	71.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6118	61.18%
Acute Oral Toxicity (c)	III	0.5753	57.53%
Estrogen receptor binding	+	0.6504	65.04%
Androgen receptor binding	-	0.4890	48.90%
Thyroid receptor binding	+	0.5477	54.77%
Glucocorticoid receptor binding	-	0.5346	53.46%
Aromatase binding	-	0.5063	50.63%
PPAR gamma	+	0.6955	69.55%
Honey bee toxicity	-	0.8213	82.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	98.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.65%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.54%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.08%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.87%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.97%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL2535	P11166	Glucose transporter	85.41%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.06%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.90%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	82.27%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.16%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127048150
• LOTUS: LTS0027094
• wikiData: Q77381795