(7,8-Dihydroxy-2,2-dimethylchromen-6-yl)-(3-hydroxyphenyl)methanone

Details

• Internal ID: 797efaeb-74f3-4994-9323-acea51a2df46
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (7,8-dihydroxy-2,2-dimethylchromen-6-yl)-(3-hydroxyphenyl)methanone
• SMILES (Canonical): CC1(C=CC2=CC(=C(C(=C2O1)O)O)C(=O)C3=CC(=CC=C3)O)C
• SMILES (Isomeric): CC1(C=CC2=CC(=C(C(=C2O1)O)O)C(=O)C3=CC(=CC=C3)O)C
• InChI: InChI=1S/C18H16O5/c1-18(2)7-6-11-9-13(15(21)16(22)17(11)23-18)14(20)10-4-3-5-12(19)8-10/h3-9,19,21-22H,1-2H3
• InChI Key: ASSSQKWXNKLYGG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	+	0.5868	58.68%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7568	75.68%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9919	99.19%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4854	48.54%
P-glycoprotein inhibitior	-	0.6233	62.33%
P-glycoprotein substrate	-	0.6602	66.02%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.5922	59.22%
CYP2C9 inhibition	-	0.5243	52.43%
CYP2C19 inhibition	-	0.5585	55.85%
CYP2D6 inhibition	-	0.8029	80.29%
CYP1A2 inhibition	+	0.8081	80.81%
CYP2C8 inhibition	+	0.7304	73.04%
CYP inhibitory promiscuity	-	0.5334	53.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.8766	87.66%
Skin irritation	-	0.6421	64.21%
Skin corrosion	-	0.8753	87.53%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5748	57.48%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6088	60.88%
skin sensitisation	-	0.6617	66.17%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6226	62.26%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	+	0.9389	93.89%
Androgen receptor binding	+	0.6652	66.52%
Thyroid receptor binding	+	0.7937	79.37%
Glucocorticoid receptor binding	+	0.8956	89.56%
Aromatase binding	+	0.7457	74.57%
PPAR gamma	+	0.8160	81.60%
Honey bee toxicity	-	0.9311	93.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9802	98.02%

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	93.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.58%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.79%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	87.97%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.63%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.77%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.57%	95.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.24%	87.67%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.20%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.74%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.08%	81.11%

Plants that contains it

• Maclura tricuspidata

Cross-Links

• PubChem: 118722303
• LOTUS: LTS0152273
• wikiData: Q104918045