(3S)-3-[(3,4-dihydroxyphenyl)methyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 9376982b-176f-4d92-a684-b71682ad3ae3
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3S)-3-[(3,4-dihydroxyphenyl)methyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O6/c17-10-5-13(20)15-14(6-10)22-7-9(16(15)21)3-8-1-2-11(18)12(19)4-8/h1-2,4-6,9,17-20H,3,7H2/t9-/m0/s1
• InChI Key: GVVKSKFIFOYDOK-VIFPVBQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.94
• 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	+	0.6656	66.56%
Caco-2	+	0.6466	64.66%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	0.5709	57.09%
OATP1B1 inhibitior	+	0.9664	96.64%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6669	66.69%
P-glycoprotein inhibitior	-	0.9054	90.54%
P-glycoprotein substrate	-	0.8616	86.16%
CYP3A4 substrate	-	0.5360	53.60%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7623	76.23%
CYP3A4 inhibition	-	0.5640	56.40%
CYP2C9 inhibition	-	0.6997	69.97%
CYP2C19 inhibition	-	0.8758	87.58%
CYP2D6 inhibition	-	0.8126	81.26%
CYP1A2 inhibition	+	0.7702	77.02%
CYP2C8 inhibition	-	0.5962	59.62%
CYP inhibitory promiscuity	+	0.5117	51.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6907	69.07%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.9558	95.58%
Skin irritation	-	0.6223	62.23%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5750	57.50%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7709	77.09%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6049	60.49%
Acute Oral Toxicity (c)	III	0.3530	35.30%
Estrogen receptor binding	+	0.8725	87.25%
Androgen receptor binding	+	0.8918	89.18%
Thyroid receptor binding	+	0.5314	53.14%
Glucocorticoid receptor binding	+	0.7832	78.32%
Aromatase binding	+	0.7635	76.35%
PPAR gamma	+	0.6299	62.99%
Honey bee toxicity	-	0.8197	81.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8770	87.70%

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	98.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.53%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.17%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.88%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.46%	96.12%
CHEMBL4208	P20618	Proteasome component C5	85.00%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.76%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.60%	86.33%

Plants that contains it

• Muscari armeniacum

Cross-Links

• PubChem: 132988050
• LOTUS: LTS0268687
• wikiData: Q105021787