(3R)-3-[(3,4-dihydroxyphenyl)methyl]-5-hydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 7371352b-c57a-45db-be1f-cf9cb581c8ac
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3R)-3-[(3,4-dihydroxyphenyl)methyl]-5-hydroxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O5/c17-11-5-4-9(7-13(11)19)6-10-8-21-14-3-1-2-12(18)15(14)16(10)20/h1-5,7,10,17-19H,6,8H2/t10-/m1/s1
• InChI Key: RBHIUQHWZIYGSE-SNVBAGLBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8252	82.52%
Caco-2	+	0.6028	60.28%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7463	74.63%
OATP2B1 inhibitior	-	0.5809	58.09%
OATP1B1 inhibitior	+	0.9612	96.12%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7198	71.98%
P-glycoprotein inhibitior	-	0.9308	93.08%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	-	0.5205	52.05%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7623	76.23%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	+	0.6642	66.42%
CYP2C19 inhibition	-	0.6940	69.40%
CYP2D6 inhibition	-	0.7781	77.81%
CYP1A2 inhibition	+	0.8671	86.71%
CYP2C8 inhibition	-	0.7326	73.26%
CYP inhibitory promiscuity	-	0.5785	57.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6256	62.56%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.8729	87.29%
Skin irritation	-	0.6076	60.76%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6873	68.73%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6452	64.52%
Acute Oral Toxicity (c)	II	0.3677	36.77%
Estrogen receptor binding	+	0.8488	84.88%
Androgen receptor binding	+	0.9094	90.94%
Thyroid receptor binding	-	0.5600	56.00%
Glucocorticoid receptor binding	+	0.6742	67.42%
Aromatase binding	+	0.6946	69.46%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9013	90.13%

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	98.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.39%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.85%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.36%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.07%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.68%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.63%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.29%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.80%	96.09%
CHEMBL2535	P11166	Glucose transporter	83.70%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	82.61%	91.49%

Plants that contains it

• Bellevalia romana

Cross-Links

• PubChem: 14427388
• LOTUS: LTS0216982
• wikiData: Q105233118