3-[3,4-Dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-6-yl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 8f00c6b8-174a-43db-b3ba-b0f860fb321f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 3-[3,4-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-6-yl]-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC(=CCCC1(C(C(C2=C(O1)C=CC(=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)O)O)C)C
• SMILES (Isomeric): CC(=CCCC1(C(C(C2=C(O1)C=CC(=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)O)O)C)C
• InChI: InChI=1S/C25H26O7/c1-13(2)5-4-8-25(3)24(30)23(29)16-9-14(6-7-19(16)32-25)17-12-31-20-11-15(26)10-18(27)21(20)22(17)28/h5-7,9-12,23-24,26-27,29-30H,4,8H2,1-3H3
• InChI Key: DWPNEVWBBSMKOI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₇
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.16785316 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9460	94.60%
Caco-2	-	0.7474	74.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6735	67.35%
OATP2B1 inhibitior	+	0.5699	56.99%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8315	83.15%
P-glycoprotein inhibitior	+	0.6662	66.62%
P-glycoprotein substrate	-	0.5729	57.29%
CYP3A4 substrate	+	0.6875	68.75%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8066	80.66%
CYP3A4 inhibition	-	0.7867	78.67%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5606	56.06%
CYP2D6 inhibition	-	0.8707	87.07%
CYP1A2 inhibition	-	0.6264	62.64%
CYP2C8 inhibition	+	0.7906	79.06%
CYP inhibitory promiscuity	-	0.5437	54.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6601	66.01%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8821	88.21%
Skin irritation	-	0.7021	70.21%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6782	67.82%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7981	79.81%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6096	60.96%
Acute Oral Toxicity (c)	III	0.4709	47.09%
Estrogen receptor binding	+	0.9044	90.44%
Androgen receptor binding	+	0.7237	72.37%
Thyroid receptor binding	+	0.6309	63.09%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.6382	63.82%
PPAR gamma	+	0.7858	78.58%
Honey bee toxicity	-	0.7714	77.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.31%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	97.03%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.76%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	95.80%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.48%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL240	Q12809	HERG	89.51%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.78%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.88%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.93%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.88%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.72%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.93%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.44%	95.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.33%	95.53%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.39%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.21%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.11%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.94%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.43%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%

Plants that contains it

• Campylotropis hirtella

Cross-Links

• PubChem: 46205939
• LOTUS: LTS0004749
• wikiData: Q104990680