[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate

Details

• Internal ID: 2a61f29c-f3f8-4956-bcae-3be02529526c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate
• SMILES (Canonical): CC(C)(C1CCC(=CC1)C(=O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1CCC(=CC1)C(=O)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C31H34O13/c1-31(2,40)16-7-3-15(4-8-16)29(39)41-13-21-23(35)25(37)26(38)30(43-21)44-28-24(36)22-19(34)11-18(33)12-20(22)42-27(28)14-5-9-17(32)10-6-14/h3,5-6,9-12,16,21,23,25-26,30,32-35,37-38,40H,4,7-8,13H2,1-2H3/t16-,21+,23-,25-,26+,30-/m0/s1
• InChI Key: XJYKKSWBSUUWAV-VWLKLYDASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₃
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.19994113 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8489	84.89%
Caco-2	-	0.8879	88.79%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.8451	84.51%
OATP1B3 inhibitior	+	0.8565	85.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7096	70.96%
BSEP inhibitior	-	0.4795	47.95%
P-glycoprotein inhibitior	+	0.6419	64.19%
P-glycoprotein substrate	+	0.5325	53.25%
CYP3A4 substrate	+	0.7023	70.23%
CYP2C9 substrate	+	0.5686	56.86%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.9044	90.44%
CYP2C9 inhibition	-	0.7135	71.35%
CYP2C19 inhibition	-	0.7244	72.44%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.6098	60.98%
CYP2C8 inhibition	+	0.8957	89.57%
CYP inhibitory promiscuity	-	0.7740	77.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4098	40.98%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9218	92.18%
Acute Oral Toxicity (c)	I	0.3618	36.18%
Estrogen receptor binding	+	0.8460	84.60%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	+	0.5343	53.43%
Glucocorticoid receptor binding	+	0.5723	57.23%
Aromatase binding	+	0.5736	57.36%
PPAR gamma	+	0.7225	72.25%
Honey bee toxicity	-	0.8050	80.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.93%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.84%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.50%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	95.00%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.56%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	93.03%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.99%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.83%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	88.08%	92.50%
CHEMBL1951	P21397	Monoamine oxidase A	87.02%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.97%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.09%	95.89%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.74%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.28%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.53%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.40%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.09%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.90%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.67%	99.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.59%	90.93%

Plants that contains it

• Eucalyptus cypellocarpa
• Eucalyptus resinifera

Cross-Links

• PubChem: 162849270
• LOTUS: LTS0121974
• wikiData: Q105329331