10-[2-hydroxy-4-(4-hydroxyphenyl)butyl]-2,8-bis(4-hydroxyphenyl)-5-methoxy-3,8,9,10-tetrahydro-2H-pyrano[2,3-h]chromen-4-one

Details

• Internal ID: 34fad50e-fd88-479f-82e0-504c3983cded
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 10-[2-hydroxy-4-(4-hydroxyphenyl)butyl]-2,8-bis(4-hydroxyphenyl)-5-methoxy-3,8,9,10-tetrahydro-2H-pyrano[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=C2C(=O)CC(OC2=C3C(CC(OC3=C1)C4=CC=C(C=C4)O)CC(CCC5=CC=C(C=C5)O)O)C6=CC=C(C=C6)O
• SMILES (Isomeric): COC1=C2C(=O)CC(OC2=C3C(CC(OC3=C1)C4=CC=C(C=C4)O)CC(CCC5=CC=C(C=C5)O)O)C6=CC=C(C=C6)O
• InChI: InChI=1S/C35H34O8/c1-41-31-19-32-33(35-34(31)28(40)18-30(43-35)22-7-14-26(38)15-8-22)23(17-29(42-32)21-5-12-25(37)13-6-21)16-27(39)11-4-20-2-9-24(36)10-3-20/h2-3,5-10,12-15,19,23,27,29-30,36-39H,4,11,16-18H2,1H3
• InChI Key: GCOWWPYRPQXGML-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄O₈
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.22536804 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 6.51
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.8458	84.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.9207	92.07%
OATP2B1 inhibitior	-	0.7110	71.10%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9713	97.13%
P-glycoprotein inhibitior	+	0.8843	88.43%
P-glycoprotein substrate	+	0.6259	62.59%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3466	34.66%
CYP3A4 inhibition	-	0.7008	70.08%
CYP2C9 inhibition	-	0.7129	71.29%
CYP2C19 inhibition	+	0.6646	66.46%
CYP2D6 inhibition	-	0.6335	63.35%
CYP1A2 inhibition	+	0.6669	66.69%
CYP2C8 inhibition	+	0.6525	65.25%
CYP inhibitory promiscuity	-	0.5932	59.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7911	79.11%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8695	86.95%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9165	91.65%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7933	79.33%
Acute Oral Toxicity (c)	III	0.5516	55.16%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.8245	82.45%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.7803	78.03%
Aromatase binding	-	0.6617	66.17%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.6397	63.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8123	81.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.72%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.35%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.49%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.13%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.85%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.97%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.80%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.74%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.66%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.93%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.80%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.86%	97.14%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	84.32%	97.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.40%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.99%	96.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.83%	85.11%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.99%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.62%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.38%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.37%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.16%	89.50%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 73807397
• LOTUS: LTS0204006
• wikiData: Q105006385