2,3-Dehydrokievitol

Details

• Internal ID: 242e1b43-a0cf-4701-ad49-e217eb05888b
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(E)-4-hydroxy-3-methylbut-2-enyl]chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O)CO
• SMILES (Isomeric): C/C(=C\CC1=C2C(=C(C=C1O)O)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O)/CO
• InChI: InChI=1S/C20H18O7/c1-10(8-21)2-4-13-16(24)7-17(25)18-19(26)14(9-27-20(13)18)12-5-3-11(22)6-15(12)23/h2-3,5-7,9,21-25H,4,8H2,1H3/b10-2+
• InChI Key: UFCGXNZEVGKUQA-WTDSWWLTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.10525291 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• CHEBI:175756
• LMPK12050299
• 2',4',5,7-Tetrahydroxy-8-(4-hydroxy-3-methyl-2-butenyl)isoflavone
• 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(E)-4-hydroxy-3-methylbut-2-enyl]chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.5721	57.21%
Blood Brain Barrier	-	0.6451	64.51%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7170	71.70%
OATP2B1 inhibitior	+	0.5819	58.19%
OATP1B1 inhibitior	+	0.8549	85.49%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5259	52.59%
P-glycoprotein inhibitior	-	0.6302	63.02%
P-glycoprotein substrate	-	0.6858	68.58%
CYP3A4 substrate	+	0.5532	55.32%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.5524	55.24%
CYP2C9 inhibition	+	0.5112	51.12%
CYP2C19 inhibition	+	0.6576	65.76%
CYP2D6 inhibition	-	0.8069	80.69%
CYP1A2 inhibition	+	0.8237	82.37%
CYP2C8 inhibition	+	0.5262	52.62%
CYP inhibitory promiscuity	+	0.8851	88.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7358	73.58%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.5063	50.63%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6978	69.78%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8290	82.90%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6686	66.86%
Acute Oral Toxicity (c)	III	0.4001	40.01%
Estrogen receptor binding	+	0.9072	90.72%
Androgen receptor binding	+	0.8397	83.97%
Thyroid receptor binding	+	0.6419	64.19%
Glucocorticoid receptor binding	+	0.9047	90.47%
Aromatase binding	+	0.6749	67.49%
PPAR gamma	+	0.9186	91.86%
Honey bee toxicity	-	0.8892	88.92%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.03%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.89%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.26%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.12%	91.71%
CHEMBL4208	P20618	Proteasome component C5	82.76%	90.00%
CHEMBL3194	P02766	Transthyretin	80.45%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.22%	94.00%

Plants that contains it

• Phaseolus lunatus

Cross-Links

• PubChem: 44257318
• LOTUS: LTS0189378
• wikiData: Q76546280