Khrinone E

Details

• Internal ID: e3bc2c5f-fdae-4ebb-8cdc-f00458070591
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 3-hydroxy,4-methoxyisoflavonoids
• IUPAC Name: 7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C(=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O)OC)O
• SMILES (Isomeric): COC1=C(C(=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O)OC)O
• InChI: InChI=1S/C17H14O6/c1-21-13-6-5-10(17(22-2)16(13)20)12-8-23-14-7-9(18)3-4-11(14)15(12)19/h3-8,18,20H,1-2H3
• InChI Key: WDHLJEOPUWGKKG-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)chromen-4-one
• RefChem:151206
• 69505-46-0
• KOPARIN 2'-METHYL ETHER
• 7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-1-benzopyran-4-one
• KBio2_006341
• Spectrum_000725
• Spectrum2_000813
• Spectrum3_000178
• Spectrum4_001609
• Spectrum5_000337
• BSPBio_001675
• KBioGR_001957
• KBioSS_001205
• SPECTRUM200416
• SPBio_000705
• CHEMBL1079959
• SCHEMBL21168203
• SCHEMBL31352025
• KBio2_001205
• KBio2_003773
• KBio3_001175
• CHEBI:107658
• CCG-39058
• NCGC00095957-01
• NCGC00095957-02
• NCGC00095957-03
• NCGC00179098-01
• BRD-K43224838-001-02-4
• Q27185981

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.8287	82.87%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7373	73.73%
P-glycoprotein inhibitior	-	0.5193	51.93%
P-glycoprotein substrate	-	0.6895	68.95%
CYP3A4 substrate	+	0.6032	60.32%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.6427	64.27%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.6680	66.80%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7490	74.90%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6219	62.19%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.9448	94.48%
Androgen receptor binding	+	0.8681	86.81%
Thyroid receptor binding	+	0.7634	76.34%
Glucocorticoid receptor binding	+	0.8539	85.39%
Aromatase binding	+	0.7868	78.68%
PPAR gamma	+	0.5976	59.76%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8898	88.98%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	31622.8 nM	Potency	PMID: 17665951
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	31622.8 nM	Potency	PMID: 17125224
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM	Potency	DOI: 10.1016/S0960-894X(01)80948-3
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM	Potency	PMID: 15165131

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.42%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.32%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.90%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	90.82%	98.21%
CHEMBL2535	P11166	Glucose transporter	90.52%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	86.41%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.80%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.66%	80.78%
CHEMBL242	Q92731	Estrogen receptor beta	82.25%	98.35%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.63%	89.62%
CHEMBL3194	P02766	Transthyretin	80.42%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.35%	99.23%

Plants that contains it

• Dalbergia parviflora

Cross-Links

• PubChem: 6710647
• NPASS: NPC200060
• ChEMBL: CHEMBL1079959
• LOTUS: LTS0163245
• wikiData: Q27185981