3-[4,6-dimethoxy-5-(3-methylbut-2-enyl)cyclohexa-1,3-dien-1-yl]-3,5,7-trihydroxy-2H-chromen-4-one

Details

• Internal ID: 7faa0dd6-dc9f-4068-bcd0-3a31c3eb5bfe
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanols
• IUPAC Name: 3-[4,6-dimethoxy-5-(3-methylbut-2-enyl)cyclohexa-1,3-dien-1-yl]-3,5,7-trihydroxy-2H-chromen-4-one
• SMILES (Canonical): CC(=CCC1C(C(=CC=C1OC)C2(COC3=CC(=CC(=C3C2=O)O)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1C(C(=CC=C1OC)C2(COC3=CC(=CC(=C3C2=O)O)O)O)OC)C
• InChI: InChI=1S/C22H26O7/c1-12(2)5-6-14-17(27-3)8-7-15(20(14)28-4)22(26)11-29-18-10-13(23)9-16(24)19(18)21(22)25/h5,7-10,14,20,23-24,26H,6,11H2,1-4H3
• InChI Key: ZSKWYAYSTFDBSF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.6623	66.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6572	65.72%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.8883	88.83%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8378	83.78%
P-glycoprotein inhibitior	-	0.4406	44.06%
P-glycoprotein substrate	+	0.5391	53.91%
CYP3A4 substrate	+	0.6430	64.30%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.6634	66.34%
CYP2C9 inhibition	+	0.5666	56.66%
CYP2C19 inhibition	+	0.7160	71.60%
CYP2D6 inhibition	-	0.7430	74.30%
CYP1A2 inhibition	+	0.7166	71.66%
CYP2C8 inhibition	+	0.5181	51.81%
CYP inhibitory promiscuity	+	0.6381	63.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9918	99.18%
Carcinogenicity (trinary)	Non-required	0.7121	71.21%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8707	87.07%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5594	55.94%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7378	73.78%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5873	58.73%
Acute Oral Toxicity (c)	III	0.5944	59.44%
Estrogen receptor binding	+	0.8908	89.08%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	+	0.6500	65.00%
Glucocorticoid receptor binding	+	0.8305	83.05%
Aromatase binding	+	0.6669	66.69%
PPAR gamma	+	0.6539	65.39%
Honey bee toxicity	-	0.6961	69.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9014	90.14%

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	99.66%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.11%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.12%	96.95%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.20%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.56%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.39%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.27%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.73%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.72%	85.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.71%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.15%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.93%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.80%	93.40%
CHEMBL226	P30542	Adenosine A1 receptor	82.54%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	82.49%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.01%	94.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.83%	80.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.01%	92.94%

Plants that contains it

• Sophora mollis

Cross-Links

• PubChem: 163071342
• LOTUS: LTS0117432
• wikiData: Q105382573