2-[4-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyphenyl]-3,5-dihydroxy-7-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

• Internal ID: bf7f2993-e5e5-4a68-8f0a-a239ee45e753
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-[4-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyphenyl]-3,5-dihydroxy-7-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)OC5C(C(C(C(O5)C)O)O)OC6C(C(C(CO6)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H](C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)OC5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)OC6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O18/c1-10-19(35)23(39)27(43)31(45-10)48-14-7-15(33)18-17(8-14)49-28(25(41)22(18)38)12-3-5-13(6-4-12)47-32-29(24(40)20(36)11(2)46-32)50-30-26(42)21(37)16(34)9-44-30/h3-8,10-11,16,19-21,23-24,26-27,29-37,39-43H,9H2,1-2H3/t10-,11-,16+,19-,20-,21-,23+,24+,26+,27+,29+,30?,31?,32?/m0/s1
• InChI Key: WQBQUTVGOOMOBW-AQHFWPTOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₈
• Molecular Weight: 710.60 g/mol
• Exact Mass: 710.20581436 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6973	69.73%
Caco-2	-	0.8926	89.26%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6781	67.81%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.8867	88.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8708	87.08%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.6011	60.11%
CYP3A4 substrate	+	0.6859	68.59%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8819	88.19%
CYP2C9 inhibition	-	0.9561	95.61%
CYP2C19 inhibition	-	0.9454	94.54%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.8694	86.94%
CYP2C8 inhibition	+	0.7747	77.47%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6803	68.03%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.6499	64.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7456	74.56%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9233	92.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9712	97.12%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	+	0.5936	59.36%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.5910	59.10%
Aromatase binding	+	0.6042	60.42%
PPAR gamma	+	0.7465	74.65%
Honey bee toxicity	-	0.7409	74.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.8821	88.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.90%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.73%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.32%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.17%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.35%	95.64%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.18%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.54%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.31%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.27%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.05%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.21%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.59%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.40%	97.53%
CHEMBL4208	P20618	Proteasome component C5	87.97%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.38%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.13%	92.94%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.64%	80.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.98%	94.42%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.20%	83.57%

Plants that contains it

• Arctotis revoluta
• Brachylaena discolor var. transvaalensis
• Chenopodium murale
• Echinops ritro
• Microliabum polymnioides

Cross-Links

• PubChem: 162985503
• LOTUS: LTS0031331
• wikiData: Q105219171