(2S)-7-hydroxy-2-[8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethylchromen-6-yl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 169538ad-511b-4c15-98a1-84d07da5f186
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2S)-7-hydroxy-2-[8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethylchromen-6-yl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1OC(CC2=O)C3=CC4=C(C(=C3)CC(C(=C)C)O)OC(C=C4)(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1O[C@@H](CC2=O)C3=CC4=C(C(=C3)C[C@H](C(=C)C)O)OC(C=C4)(C)C)O)C
• InChI: InChI=1S/C30H34O5/c1-17(2)7-8-22-24(31)10-9-23-26(33)16-27(34-29(22)23)20-13-19-11-12-30(5,6)35-28(19)21(14-20)15-25(32)18(3)4/h7,9-14,25,27,31-32H,3,8,15-16H2,1-2,4-6H3/t25-,27+/m1/s1
• InChI Key: OPAAMRUSGOVYEU-VPUSJEBWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₅
• Molecular Weight: 474.60 g/mol
• Exact Mass: 474.24062418 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.27
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.6799	67.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7787	77.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.9067	90.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9664	96.64%
P-glycoprotein inhibitior	+	0.8062	80.62%
P-glycoprotein substrate	+	0.6288	62.88%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7473	74.73%
CYP3A4 inhibition	-	0.7863	78.63%
CYP2C9 inhibition	+	0.7002	70.02%
CYP2C19 inhibition	+	0.7382	73.82%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.7606	76.06%
CYP2C8 inhibition	+	0.5732	57.32%
CYP inhibitory promiscuity	+	0.5613	56.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6464	64.64%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.7363	73.63%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3606	36.06%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.6720	67.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5134	51.34%
Acute Oral Toxicity (c)	III	0.5745	57.45%
Estrogen receptor binding	+	0.8988	89.88%
Androgen receptor binding	+	0.6766	67.66%
Thyroid receptor binding	+	0.6637	66.37%
Glucocorticoid receptor binding	+	0.8944	89.44%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.7625	76.25%
Honey bee toxicity	-	0.6809	68.09%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	99.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.85%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.33%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.76%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.65%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.93%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.66%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.61%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.11%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.03%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.69%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.42%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.59%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.58%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.77%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.51%	99.15%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.84%	92.88%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.29%	96.12%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.58%	91.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.22%	96.61%

Plants that contains it

• Sophora tonkinensis

Cross-Links

• PubChem: 162843373
• LOTUS: LTS0156345
• wikiData: Q105195899