[(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[4-hydroxy-2-[(2S)-5-hydroxy-7,8-dimethoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-6-(hydroxymethyl)oxan-4-yl] 4-hydroxybenzoate

Details

• Internal ID: b5918324-5228-4c9d-811b-8e6c220bac18
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: [(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[4-hydroxy-2-[(2S)-5-hydroxy-7,8-dimethoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-6-(hydroxymethyl)oxan-4-yl] 4-hydroxybenzoate
• InChI: InChI=1S/C30H30O14/c1-39-21-11-18(35)23-17(34)10-20(41-27(23)26(21)40-2)16-9-15(33)7-8-19(16)42-30-25(37)28(24(36)22(12-31)43-30)44-29(38)13-3-5-14(32)6-4-13/h3-9,11,20,22,24-25,28,30-33,35-37H,10,12H2,1-2H3/t20-,22+,24+,25+,28-,30+/m0/s1
• InChI Key: FJLKAZQJDBQWKZ-GACAFGRPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₁₄
• Molecular Weight: 614.50 g/mol
• Exact Mass: 614.16355563 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5821	58.21%
Caco-2	-	0.8397	83.97%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5837	58.37%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5700	57.00%
P-glycoprotein inhibitior	+	0.7167	71.67%
P-glycoprotein substrate	+	0.5239	52.39%
CYP3A4 substrate	+	0.6814	68.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.7097	70.97%
CYP2C19 inhibition	-	0.9063	90.63%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9337	93.37%
CYP2C8 inhibition	+	0.7790	77.90%
CYP inhibitory promiscuity	-	0.6719	67.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7197	71.97%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.8453	84.53%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4586	45.86%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7843	78.43%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	+	0.8018	80.18%
Androgen receptor binding	+	0.6594	65.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7262	72.62%
Aromatase binding	-	0.5649	56.49%
PPAR gamma	+	0.6544	65.44%
Honey bee toxicity	-	0.7439	74.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.7884	78.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.10%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.20%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.26%	89.00%
CHEMBL4208	P20618	Proteasome component C5	92.20%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.78%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.45%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.22%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.06%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.77%	85.14%
CHEMBL2535	P11166	Glucose transporter	86.26%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.26%	95.89%
CHEMBL3194	P02766	Transthyretin	85.19%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.37%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	83.94%	92.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.41%	85.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.80%	95.78%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	80.02%	93.00%

Plants that contains it

• Scutellaria indica

Cross-Links

• PubChem: 118727146
• LOTUS: LTS0010585
• wikiData: Q104996197