7-Hydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 37982e98-6671-43a0-882e-f6585e7e126c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 7-hydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C2CC(=O)C3=C(O2)C(=C(C=C3)O)CC=C(C)C)CC(C(=C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C2CC(=O)C3=C(O2)C(=C(C=C3)O)CC=C(C)C)CC(C(=C)C)O)O)C
• InChI: InChI=1S/C30H36O5/c1-17(2)7-9-20-13-21(14-22(29(20)34)15-26(32)19(5)6)28-16-27(33)24-11-12-25(31)23(30(24)35-28)10-8-18(3)4/h7-8,11-14,26,28,31-32,34H,5,9-10,15-16H2,1-4,6H3
• InChI Key: ZQNYCNPKIMNNGO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₅
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.25627424 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.30
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	-	0.6986	69.86%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8054	80.54%
OATP2B1 inhibitior	-	0.5766	57.66%
OATP1B1 inhibitior	+	0.8403	84.03%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9597	95.97%
P-glycoprotein inhibitior	+	0.7055	70.55%
P-glycoprotein substrate	-	0.6014	60.14%
CYP3A4 substrate	+	0.6186	61.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7116	71.16%
CYP3A4 inhibition	-	0.7660	76.60%
CYP2C9 inhibition	+	0.6318	63.18%
CYP2C19 inhibition	+	0.7754	77.54%
CYP2D6 inhibition	-	0.8208	82.08%
CYP1A2 inhibition	+	0.5761	57.61%
CYP2C8 inhibition	-	0.5675	56.75%
CYP inhibitory promiscuity	+	0.6534	65.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.7249	72.49%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8560	85.60%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4686	46.86%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7183	71.83%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7216	72.16%
Acute Oral Toxicity (c)	III	0.5399	53.99%
Estrogen receptor binding	+	0.8516	85.16%
Androgen receptor binding	+	0.6530	65.30%
Thyroid receptor binding	+	0.6866	68.66%
Glucocorticoid receptor binding	+	0.8593	85.93%
Aromatase binding	+	0.5717	57.17%
PPAR gamma	+	0.7931	79.31%
Honey bee toxicity	-	0.7285	72.85%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.84%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.95%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.98%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.12%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.83%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.62%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.01%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.87%	95.89%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.75%	96.12%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.72%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.94%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.77%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.80%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.18%	96.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.61%	92.88%
CHEMBL4208	P20618	Proteasome component C5	81.55%	90.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.35%	96.37%

Plants that contains it

• Sophora tonkinensis

Cross-Links

• PubChem: 162893049
• LOTUS: LTS0261095
• wikiData: Q105381578