(3R)-5,7,8-trihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 8d6a61b1-ab12-41e8-b4e2-dea73b60cd61
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3R)-5,7,8-trihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)O)OCC(C2=O)CC3=CC=C(C=C3)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)O)OC[C@H](C2=O)CC3=CC=C(C=C3)O)O
• InChI: InChI=1S/C17H16O6/c1-8-13(19)12-15(21)10(6-9-2-4-11(18)5-3-9)7-23-17(12)16(22)14(8)20/h2-5,10,18-20,22H,6-7H2,1H3/t10-/m1/s1
• InChI Key: PHVAJSHZGQKOKJ-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7009	70.09%
Caco-2	-	0.5541	55.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8322	83.22%
P-glycoprotein substrate	-	0.6587	65.87%
CYP3A4 substrate	+	0.5271	52.71%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7903	79.03%
CYP3A4 inhibition	-	0.6140	61.40%
CYP2C9 inhibition	-	0.7301	73.01%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.8476	84.76%
CYP1A2 inhibition	+	0.8497	84.97%
CYP2C8 inhibition	+	0.4644	46.44%
CYP inhibitory promiscuity	+	0.5650	56.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7015	70.15%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.6642	66.42%
Skin irritation	-	0.6682	66.82%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5900	59.00%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8206	82.06%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7336	73.36%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.7502	75.02%
Androgen receptor binding	+	0.8081	80.81%
Thyroid receptor binding	+	0.5276	52.76%
Glucocorticoid receptor binding	+	0.7952	79.52%
Aromatase binding	-	0.5937	59.37%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8824	88.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.78%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.31%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.76%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.65%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.21%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.98%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.77%	95.89%

Plants that contains it

• Polygonatum odoratum

Cross-Links

• PubChem: 162890833
• LOTUS: LTS0237183
• wikiData: Q105209243