7-Hydroxy-8-[5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-2-(4-hydroxyphenyl)-5-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 33824db2-e679-436c-82b6-d512b955a03d
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 7-hydroxy-8-[5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-2-(4-hydroxyphenyl)-5-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C2C(=O)CC(OC2=C(C(=C1)O)C(C=CCC(CCC3=CC=C(C=C3)O)O)C4=CC=C(C=C4)O)C5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=C2C(=O)CC(OC2=C(C(=C1)O)C(C=CCC(CCC3=CC=C(C=C3)O)O)C4=CC=C(C=C4)O)C5=CC=C(C=C5)O
• InChI: InChI=1S/C35H34O8/c1-42-32-20-29(40)33(35-34(32)30(41)19-31(43-35)23-10-17-27(39)18-11-23)28(22-8-15-26(38)16-9-22)4-2-3-24(36)12-5-21-6-13-25(37)14-7-21/h2,4,6-11,13-18,20,24,28,31,36-40H,3,5,12,19H2,1H3
• InChI Key: IVPRDSPYDXWXMB-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): 137.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.30
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8208	82.08%
OATP2B1 inhibitior	-	0.7071	70.71%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9381	93.81%
P-glycoprotein inhibitior	+	0.8682	86.82%
P-glycoprotein substrate	+	0.6580	65.80%
CYP3A4 substrate	+	0.6758	67.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7319	73.19%
CYP3A4 inhibition	-	0.5340	53.40%
CYP2C9 inhibition	-	0.6836	68.36%
CYP2C19 inhibition	+	0.6474	64.74%
CYP2D6 inhibition	-	0.7617	76.17%
CYP1A2 inhibition	+	0.7127	71.27%
CYP2C8 inhibition	+	0.6330	63.30%
CYP inhibitory promiscuity	+	0.6900	69.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5553	55.53%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.7808	78.08%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8593	85.93%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8735	87.35%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7722	77.22%
Acute Oral Toxicity (c)	III	0.4769	47.69%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.7858	78.58%
Thyroid receptor binding	+	0.5980	59.80%
Glucocorticoid receptor binding	+	0.6986	69.86%
Aromatase binding	-	0.6357	63.57%
PPAR gamma	+	0.6584	65.84%
Honey bee toxicity	-	0.6481	64.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9199	91.99%

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	99.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.31%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.95%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.54%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.05%	86.33%
CHEMBL2535	P11166	Glucose transporter	93.55%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.44%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.79%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.78%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.02%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.85%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.29%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.99%	89.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.25%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.88%	86.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.59%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.89%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.44%	94.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.10%	85.00%
CHEMBL1907	P15144	Aminopeptidase N	81.08%	93.31%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.31%	94.00%
CHEMBL233	P35372	Mu opioid receptor	80.28%	97.93%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 85090740
• LOTUS: LTS0026618
• wikiData: Q105121212