(3S)-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-3,4-dihydro-2H-chromen-7-ol

Details

• Internal ID: 5e5610eb-d072-4932-b735-1f8fdaf2d256
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 2-O-methylated isoflavonoids
• IUPAC Name: (3S)-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-3,4-dihydro-2H-chromen-7-ol
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1OC)C2CC3=C(C=C(C=C3)O)OC2)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1OC)[C@@H]2CC3=C(C=C(C=C3)O)OC2)O)C
• InChI: InChI=1S/C21H24O4/c1-13(2)4-7-18-19(23)9-8-17(21(18)24-3)15-10-14-5-6-16(22)11-20(14)25-12-15/h4-6,8-9,11,15,22-23H,7,10,12H2,1-3H3/t15-/m1/s1
• InChI Key: ZEJRFMCOSHZBRD-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.16745924 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8669	86.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.8849	88.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8451	84.51%
P-glycoprotein inhibitior	-	0.4445	44.45%
P-glycoprotein substrate	+	0.5803	58.03%
CYP3A4 substrate	+	0.5944	59.44%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	-	0.8117	81.17%
CYP2C9 inhibition	+	0.7977	79.77%
CYP2C19 inhibition	+	0.9008	90.08%
CYP2D6 inhibition	-	0.6964	69.64%
CYP1A2 inhibition	+	0.8674	86.74%
CYP2C8 inhibition	+	0.6453	64.53%
CYP inhibitory promiscuity	+	0.8972	89.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.7664	76.64%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.5902	59.02%
Skin irritation	-	0.8389	83.89%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7937	79.37%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8180	81.80%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8091	80.91%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	+	0.8833	88.33%
Androgen receptor binding	+	0.7516	75.16%
Thyroid receptor binding	+	0.6586	65.86%
Glucocorticoid receptor binding	+	0.8022	80.22%
Aromatase binding	+	0.5771	57.71%
PPAR gamma	+	0.8086	80.86%
Honey bee toxicity	-	0.8255	82.55%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	99.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.45%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.58%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.03%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL236	P41143	Delta opioid receptor	89.59%	99.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.48%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.89%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.94%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.08%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.69%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	84.35%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.09%	92.62%
CHEMBL2535	P11166	Glucose transporter	82.51%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.16%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	81.73%	91.19%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.73%	96.39%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.24%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.99%	85.14%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.93%	93.10%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.70%	85.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.40%	92.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.16%	96.95%

Plants that contains it

• Erythrina bidwillii
• Vigna unguiculata

Cross-Links

• PubChem: 154495967
• LOTUS: LTS0179247
• wikiData: Q105373335