(2S)-7-hydroxy-8-(3-hydroxy-3-methylbut-1-enyl)-5-methoxy-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 9243c9b9-eaf7-459b-ada9-ba038ae22f2a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: (2S)-7-hydroxy-8-(3-hydroxy-3-methylbut-1-enyl)-5-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C21H22O5/c1-21(2,24)10-9-14-15(22)11-18(25-3)19-16(23)12-17(26-20(14)19)13-7-5-4-6-8-13/h4-11,17,22,24H,12H2,1-3H3/t17-/m0/s1
• InChI Key: YSYPNKZOQYHUSV-KRWDZBQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.7054	70.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8534	85.34%
OATP2B1 inhibitior	-	0.7255	72.55%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7696	76.96%
P-glycoprotein inhibitior	-	0.4911	49.11%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	+	0.5823	58.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	+	0.5762	57.62%
CYP2C9 inhibition	+	0.6315	63.15%
CYP2C19 inhibition	+	0.8891	88.91%
CYP2D6 inhibition	-	0.7319	73.19%
CYP1A2 inhibition	+	0.6162	61.62%
CYP2C8 inhibition	+	0.6599	65.99%
CYP inhibitory promiscuity	+	0.7188	71.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4736	47.36%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.6235	62.35%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8943	89.43%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5349	53.49%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	+	0.6650	66.50%
Thyroid receptor binding	+	0.7172	71.72%
Glucocorticoid receptor binding	+	0.8077	80.77%
Aromatase binding	+	0.5660	56.60%
PPAR gamma	+	0.7587	75.87%
Honey bee toxicity	-	0.8187	81.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9565	95.65%

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	98.37%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.21%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.13%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.55%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.01%	97.14%
CHEMBL2535	P11166	Glucose transporter	83.53%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.05%	99.23%

Plants that contains it

• Tephrosia candida

Cross-Links

• PubChem: 162981392
• LOTUS: LTS0227899
• wikiData: Q105361176