8-Chlorogenistein

Details

• Internal ID: d9ee725f-b960-4b96-91f3-491cb9e42f43
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 8-chloro-5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
• InChI: InChI=1S/C15H9ClO5/c16-13-11(19)5-10(18)12-14(20)9(6-21-15(12)13)7-1-3-8(17)4-2-7/h1-6,17-19H
• InChI Key: KZQBXGNJCPULMR-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₉ClO₅
• Molecular Weight: 304.68 g/mol
• Exact Mass: 304.0138511 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• BS-1288

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	+	0.8850	88.50%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5988	59.88%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	-	0.3409	34.09%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5651	56.51%
P-glycoprotein inhibitior	-	0.8955	89.55%
P-glycoprotein substrate	-	0.9480	94.80%
CYP3A4 substrate	+	0.5161	51.61%
CYP2C9 substrate	-	0.6218	62.18%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	+	0.8217	82.17%
CYP2C9 inhibition	+	0.8602	86.02%
CYP2C19 inhibition	+	0.5576	55.76%
CYP2D6 inhibition	-	0.8347	83.47%
CYP1A2 inhibition	+	0.7912	79.12%
CYP2C8 inhibition	+	0.6507	65.07%
CYP inhibitory promiscuity	+	0.8329	83.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7880	78.80%
Carcinogenicity (trinary)	Non-required	0.5684	56.84%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.9131	91.31%
Skin irritation	+	0.5438	54.38%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8032	80.32%
Micronuclear	+	0.8448	84.48%
Hepatotoxicity	+	0.7054	70.54%
skin sensitisation	-	0.7723	77.23%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6629	66.29%
Acute Oral Toxicity (c)	II	0.4717	47.17%
Estrogen receptor binding	+	0.9420	94.20%
Androgen receptor binding	+	0.9307	93.07%
Thyroid receptor binding	+	0.7875	78.75%
Glucocorticoid receptor binding	+	0.9341	93.41%
Aromatase binding	+	0.8486	84.86%
PPAR gamma	+	0.9407	94.07%
Honey bee toxicity	-	0.8911	89.11%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5947	59.47%
Fish aquatic toxicity	+	0.9750	97.50%

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	97.94%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.46%	98.35%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL3194	P02766	Transthyretin	92.92%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.63%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.84%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.59%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.17%	95.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.13%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.72%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.78%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.78%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.59%	96.12%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23660537
• LOTUS: LTS0129112
• wikiData: Q77502046