3-[3-[(1Z,3R)-3,7-dimethylocta-1,6-dienyl]-4-hydroxyphenyl]-7-hydroxychromen-4-one

Details

• Internal ID: 152273dd-a47b-4f30-badb-1979eae10ffb
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-[3-[(1Z,3R)-3,7-dimethylocta-1,6-dienyl]-4-hydroxyphenyl]-7-hydroxychromen-4-one
• SMILES (Canonical): CC(CCC=C(C)C)C=CC1=C(C=CC(=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
• SMILES (Isomeric): C[C@H](CCC=C(C)C)/C=C\C1=C(C=CC(=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
• InChI: InChI=1S/C25H26O4/c1-16(2)5-4-6-17(3)7-8-19-13-18(9-12-23(19)27)22-15-29-24-14-20(26)10-11-21(24)25(22)28/h5,7-15,17,26-27H,4,6H2,1-3H3/b8-7-/t17-/m1/s1
• InChI Key: RUEDYFNZWFDQJO-ZPUOCTKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₄
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.27
• H-Bond Acceptor: 4
• 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	+	0.9905	99.05%
Caco-2	-	0.6408	64.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7561	75.61%
OATP2B1 inhibitior	+	0.5604	56.04%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9388	93.88%
P-glycoprotein inhibitior	+	0.7678	76.78%
P-glycoprotein substrate	-	0.5844	58.44%
CYP3A4 substrate	+	0.6243	62.43%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.6742	67.42%
CYP2C9 inhibition	+	0.8236	82.36%
CYP2C19 inhibition	+	0.7278	72.78%
CYP2D6 inhibition	-	0.7787	77.87%
CYP1A2 inhibition	+	0.8757	87.57%
CYP2C8 inhibition	+	0.5473	54.73%
CYP inhibitory promiscuity	+	0.8644	86.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6831	68.31%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8710	87.10%
Skin irritation	-	0.7353	73.53%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.7437	74.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4354	43.54%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7261	72.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5843	58.43%
Acute Oral Toxicity (c)	III	0.6108	61.08%
Estrogen receptor binding	+	0.8797	87.97%
Androgen receptor binding	+	0.9136	91.36%
Thyroid receptor binding	+	0.7500	75.00%
Glucocorticoid receptor binding	+	0.8499	84.99%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.8463	84.63%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.42%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.75%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.38%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.95%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	93.88%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.96%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.86%	99.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.73%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.06%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.77%	98.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.10%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.68%	93.10%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.03%	83.10%
CHEMBL1907	P15144	Aminopeptidase N	83.28%	93.31%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.86%	80.78%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.63%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.05%	85.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.84%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.64%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.64%	93.56%

Plants that contains it

• Cullen corylifolium

Cross-Links

• PubChem: 154496383
• LOTUS: LTS0256801
• wikiData: Q105245580