6-(7-hydroxy-2H-chromen-3-yl)-2,2-dimethylchromen-5-ol

Details

• Internal ID: e43637ec-74a5-465e-8400-64c3c2f4cf3d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 6-(7-hydroxy-2H-chromen-3-yl)-2,2-dimethylchromen-5-ol
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2O)C3=CC4=C(C=C(C=C4)O)OC3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2O)C3=CC4=C(C=C(C=C4)O)OC3)C
• InChI: InChI=1S/C20H18O4/c1-20(2)8-7-16-17(24-20)6-5-15(19(16)22)13-9-12-3-4-14(21)10-18(12)23-11-13/h3-10,21-22H,11H2,1-2H3
• InChI Key: KKLOCFOZPFGVBB-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• LMPK12080060

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	+	0.7907	79.07%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8509	85.09%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8193	81.93%
OATP1B3 inhibitior	+	0.9718	97.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8699	86.99%
P-glycoprotein inhibitior	-	0.5747	57.47%
P-glycoprotein substrate	+	0.5942	59.42%
CYP3A4 substrate	+	0.6058	60.58%
CYP2C9 substrate	+	0.6124	61.24%
CYP2D6 substrate	-	0.6593	65.93%
CYP3A4 inhibition	-	0.5672	56.72%
CYP2C9 inhibition	+	0.9196	91.96%
CYP2C19 inhibition	+	0.9309	93.09%
CYP2D6 inhibition	-	0.7058	70.58%
CYP1A2 inhibition	+	0.7369	73.69%
CYP2C8 inhibition	+	0.5218	52.18%
CYP inhibitory promiscuity	+	0.9071	90.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6303	63.03%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.8230	82.30%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4704	47.04%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6314	63.14%
skin sensitisation	-	0.7822	78.22%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.9586	95.86%
Androgen receptor binding	+	0.8566	85.66%
Thyroid receptor binding	+	0.7629	76.29%
Glucocorticoid receptor binding	+	0.8975	89.75%
Aromatase binding	+	0.7806	78.06%
PPAR gamma	+	0.8666	86.66%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9823	98.23%

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	99.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.83%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	91.28%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.30%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.24%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.67%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.37%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.36%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.78%	95.56%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 5317648
• NPASS: NPC112117
• LOTUS: LTS0232975
• wikiData: Q105142251