(2S)-7-hydroxy-8-[(Z)-3-hydroxy-3-methylbut-1-enyl]-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: d0dd5ba7-8149-433e-bd77-7bdfa0d60cf2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (2S)-7-hydroxy-8-[(Z)-3-hydroxy-3-methylbut-1-enyl]-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(C)(C=CC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)O)O
• SMILES (Isomeric): CC(C)(/C=C\C1=C(C=CC2=C1O[C@@H](CC2=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C20H20O4/c1-20(2,23)11-10-15-16(21)9-8-14-17(22)12-18(24-19(14)15)13-6-4-3-5-7-13/h3-11,18,21,23H,12H2,1-2H3/b11-10-/t18-/m0/s1
• InChI Key: HPQZEGWCCKIEHZ-LENZSSGSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.5765	57.65%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8624	86.24%
OATP2B1 inhibitior	-	0.7262	72.62%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9780	97.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7520	75.20%
P-glycoprotein inhibitior	-	0.7059	70.59%
P-glycoprotein substrate	-	0.8711	87.11%
CYP3A4 substrate	+	0.5293	52.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	+	0.5659	56.59%
CYP2C9 inhibition	+	0.8990	89.90%
CYP2C19 inhibition	+	0.8490	84.90%
CYP2D6 inhibition	-	0.8214	82.14%
CYP1A2 inhibition	+	0.5968	59.68%
CYP2C8 inhibition	-	0.5851	58.51%
CYP inhibitory promiscuity	+	0.6695	66.95%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.9921	99.21%
Eye irritation	+	0.5510	55.10%
Skin irritation	-	0.7295	72.95%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5282	52.82%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7954	79.54%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5479	54.79%
Acute Oral Toxicity (c)	III	0.6138	61.38%
Estrogen receptor binding	+	0.8624	86.24%
Androgen receptor binding	+	0.6666	66.66%
Thyroid receptor binding	+	0.8076	80.76%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.8392	83.92%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9722	97.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.01%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.67%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.64%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.49%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.43%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.47%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.26%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.24%	80.78%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.65%	90.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.66%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.85%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24813965
• LOTUS: LTS0001193
• wikiData: Q105031845