7-Hydroxy-2-[3-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 849edb6a-f3db-4afd-bdc4-8a327a191ba9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 7-hydroxy-2-[3-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=CC(=CC2=C1OC(C(C2)O)(C)C)C3CC(=O)C4=C(O3)C(=C(C=C4)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC2=C1OC(C(C2)O)(C)C)C3CC(=O)C4=C(O3)C(=C(C=C4)O)CC=C(C)C)C
• InChI: InChI=1S/C30H36O5/c1-17(2)7-9-19-13-20(14-21-15-27(33)30(5,6)35-28(19)21)26-16-25(32)23-11-12-24(31)22(29(23)34-26)10-8-18(3)4/h7-8,11-14,26-27,31,33H,9-10,15-16H2,1-6H3
• InChI Key: NUOVQYNGOFQMCJ-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): 76.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	-	0.5901	59.01%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7597	75.97%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9727	97.27%
P-glycoprotein inhibitior	+	0.8096	80.96%
P-glycoprotein substrate	-	0.5633	56.33%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7116	71.16%
CYP3A4 inhibition	-	0.8922	89.22%
CYP2C9 inhibition	+	0.6015	60.15%
CYP2C19 inhibition	+	0.6839	68.39%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	-	0.8681	86.81%
CYP2C8 inhibition	+	0.4599	45.99%
CYP inhibitory promiscuity	-	0.5577	55.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.7431	74.31%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4319	43.19%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.7296	72.96%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5112	51.12%
Acute Oral Toxicity (c)	III	0.4812	48.12%
Estrogen receptor binding	+	0.9235	92.35%
Androgen receptor binding	+	0.7283	72.83%
Thyroid receptor binding	+	0.6233	62.33%
Glucocorticoid receptor binding	+	0.8934	89.34%
Aromatase binding	+	0.7033	70.33%
PPAR gamma	+	0.8289	82.89%
Honey bee toxicity	-	0.7379	73.79%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2061	P19793	Retinoid X receptor alpha	780 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.82%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.96%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.72%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.58%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.97%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.31%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.66%	90.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.39%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.28%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.02%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.48%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.17%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL236	P41143	Delta opioid receptor	84.50%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.40%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.36%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.20%	96.12%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.90%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.39%	99.23%

Plants that contains it

• Sophora tonkinensis

Cross-Links

• PubChem: 53355717
• LOTUS: LTS0227363
• wikiData: Q105185966