1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3-(4-hydroxyphenyl)prop-2-enyl]-3,4-dihydro-2H-chromen-8-yl]-3-(4-methoxyphenyl)propan-1-one

Details

• Internal ID: 26f7fc91-ba5b-484e-956e-470cfa6f54be
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3-(4-hydroxyphenyl)prop-2-enyl]-3,4-dihydro-2H-chromen-8-yl]-3-(4-methoxyphenyl)propan-1-one
• SMILES (Canonical): COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C3=C2OC(C(C3)CC=CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C3=C2OC(C(C3)CC=CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O)O)O
• InChI: InChI=1S/C34H32O7/c1-40-27-16-7-22(8-17-27)9-18-29(37)32-31(39)20-30(38)28-19-24(4-2-3-21-5-12-25(35)13-6-21)33(41-34(28)32)23-10-14-26(36)15-11-23/h2-3,5-8,10-17,20,24,33,35-36,38-39H,4,9,18-19H2,1H3
• InChI Key: MVIWTYPPWJVLDO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₂O₇
• Molecular Weight: 552.60 g/mol
• Exact Mass: 552.21480336 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.73
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9301	93.01%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7811	78.11%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.7923	79.23%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9334	93.34%
P-glycoprotein inhibitior	+	0.9027	90.27%
P-glycoprotein substrate	-	0.5591	55.91%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.7872	78.72%
CYP3A4 inhibition	+	0.7256	72.56%
CYP2C9 inhibition	+	0.7503	75.03%
CYP2C19 inhibition	+	0.8497	84.97%
CYP2D6 inhibition	-	0.6263	62.63%
CYP1A2 inhibition	+	0.8684	86.84%
CYP2C8 inhibition	+	0.8252	82.52%
CYP inhibitory promiscuity	+	0.8934	89.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5637	56.37%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8785	87.85%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9031	90.31%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8791	87.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8680	86.80%
Acute Oral Toxicity (c)	I	0.3543	35.43%
Estrogen receptor binding	+	0.8542	85.42%
Androgen receptor binding	+	0.8578	85.78%
Thyroid receptor binding	+	0.6357	63.57%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	-	0.6255	62.55%
PPAR gamma	+	0.6152	61.52%
Honey bee toxicity	-	0.7528	75.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8586	85.86%

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	99.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL233	P35372	Mu opioid receptor	98.13%	97.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.81%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.66%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.00%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL2535	P11166	Glucose transporter	91.87%	98.75%
CHEMBL4208	P20618	Proteasome component C5	91.50%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.14%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.55%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.89%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.82%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.39%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.80%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.49%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.49%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.28%	97.53%
CHEMBL3194	P02766	Transthyretin	81.63%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.19%	95.89%
CHEMBL3820	P35557	Hexokinase type IV	81.19%	91.96%

Plants that contains it

• Iryanthera laevis

Cross-Links

• PubChem: 162964777
• LOTUS: LTS0207600
• wikiData: Q105173061