(3R)-3-[(3,4-dihydroxyphenyl)methyl]-5,6-dihydroxy-7,8-dimethoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 0f24107e-cef5-469b-82be-a1a170069ffe
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3R)-3-[(3,4-dihydroxyphenyl)methyl]-5,6-dihydroxy-7,8-dimethoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C18H18O8/c1-24-17-15(23)14(22)12-13(21)9(7-26-16(12)18(17)25-2)5-8-3-4-10(19)11(20)6-8/h3-4,6,9,19-20,22-23H,5,7H2,1-2H3/t9-/m1/s1
• InChI Key: KFQONVVTIHJZHO-SECBINFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₈
• Molecular Weight: 362.30 g/mol
• Exact Mass: 362.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7988	79.88%
Caco-2	+	0.5170	51.70%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7711	77.11%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8057	80.57%
P-glycoprotein inhibitior	-	0.8271	82.71%
P-glycoprotein substrate	-	0.7941	79.41%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7623	76.23%
CYP3A4 inhibition	-	0.6750	67.50%
CYP2C9 inhibition	+	0.5126	51.26%
CYP2C19 inhibition	+	0.6022	60.22%
CYP2D6 inhibition	-	0.6187	61.87%
CYP1A2 inhibition	+	0.8729	87.29%
CYP2C8 inhibition	+	0.4571	45.71%
CYP inhibitory promiscuity	+	0.5971	59.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.9803	98.03%
Eye irritation	+	0.5476	54.76%
Skin irritation	-	0.7667	76.67%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7166	71.66%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8813	88.13%
Acute Oral Toxicity (c)	III	0.6726	67.26%
Estrogen receptor binding	+	0.8058	80.58%
Androgen receptor binding	+	0.7574	75.74%
Thyroid receptor binding	+	0.5850	58.50%
Glucocorticoid receptor binding	+	0.6902	69.02%
Aromatase binding	-	0.6586	65.86%
PPAR gamma	+	0.5787	57.87%
Honey bee toxicity	-	0.8325	83.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8687	86.87%

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	99.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.29%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.98%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.22%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.68%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.10%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.47%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.21%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.03%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.57%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.39%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.56%	94.73%

Plants that contains it

• Bellevalia romana

Cross-Links

• PubChem: 14427386
• LOTUS: LTS0116702
• wikiData: Q105140522