6-Methyl-6-(4-methylpent-3-enyl)benzo[c]chromene-2,9-diol

Details

• Internal ID: b83c3709-9bf5-4695-b0cd-52fd866e39b4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Dibenzopyrans
• IUPAC Name: 6-methyl-6-(4-methylpent-3-enyl)benzo[c]chromene-2,9-diol
• SMILES (Canonical): CC(=CCCC1(C2=C(C=C(C=C2)O)C3=C(O1)C=CC(=C3)O)C)C
• SMILES (Isomeric): CC(=CCCC1(C2=C(C=C(C=C2)O)C3=C(O1)C=CC(=C3)O)C)C
• InChI: InChI=1S/C20H22O3/c1-13(2)5-4-10-20(3)18-8-6-14(21)11-16(18)17-12-15(22)7-9-19(17)23-20/h5-9,11-12,21-22H,4,10H2,1-3H3
• InChI Key: QQKWXUTUSXDYTC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.7944	79.44%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6769	67.69%
OATP2B1 inhibitior	-	0.8443	84.43%
OATP1B1 inhibitior	+	0.7379	73.79%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7531	75.31%
P-glycoprotein inhibitior	-	0.7545	75.45%
P-glycoprotein substrate	-	0.7531	75.31%
CYP3A4 substrate	+	0.5297	52.97%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6512	65.12%
CYP2C9 inhibition	-	0.6027	60.27%
CYP2C19 inhibition	+	0.5544	55.44%
CYP2D6 inhibition	-	0.7060	70.60%
CYP1A2 inhibition	+	0.6108	61.08%
CYP2C8 inhibition	+	0.4537	45.37%
CYP inhibitory promiscuity	+	0.7150	71.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6669	66.69%
Eye corrosion	-	0.9925	99.25%
Eye irritation	+	0.7317	73.17%
Skin irritation	-	0.7496	74.96%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4029	40.29%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5629	56.29%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5963	59.63%
Acute Oral Toxicity (c)	III	0.7238	72.38%
Estrogen receptor binding	+	0.9068	90.68%
Androgen receptor binding	+	0.7624	76.24%
Thyroid receptor binding	+	0.8325	83.25%
Glucocorticoid receptor binding	+	0.8025	80.25%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	+	0.8427	84.27%
Honey bee toxicity	-	0.9076	90.76%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9715	97.15%

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	99.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.40%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.42%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.20%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.97%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.60%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.66%	90.24%
CHEMBL242	Q92731	Estrogen receptor beta	83.35%	98.35%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.73%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.44%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	80.76%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682405
• LOTUS: LTS0000752
• wikiData: Q105225906