[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2S)-3-hydroxy-2-methylpropanoate

Details

• Internal ID: b1a4fb8f-f8c6-4232-907a-5f0b66f2de8b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2S)-3-hydroxy-2-methylpropanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)OC6C(C(C(C(O6)COC(=O)C(C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)[C@@H](C)CO)O)O)O
• InChI: InChI=1S/C37H46O22/c1-12(9-38)34(51)52-11-20-23(43)26(46)29(49)37(57-20)58-31-13(2)53-35(30(50)27(31)47)59-33-24(44)21-17(41)7-16(54-36-28(48)25(45)22(42)19(10-39)56-36)8-18(21)55-32(33)14-3-5-15(40)6-4-14/h3-8,12-13,19-20,22-23,25-31,35-43,45-50H,9-11H2,1-2H3/t12-,13-,19+,20+,22+,23+,25-,26-,27-,28+,29+,30+,31-,35-,36+,37-/m0/s1
• InChI Key: WRBXFHFSNJEQQL-UHUBLAFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₂₂
• Molecular Weight: 842.70 g/mol
• Exact Mass: 842.24807309 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.74
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6188	61.88%
Caco-2	-	0.8852	88.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6958	69.58%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6846	68.46%
P-glycoprotein inhibitior	+	0.6637	66.37%
P-glycoprotein substrate	+	0.5604	56.04%
CYP3A4 substrate	+	0.6768	67.68%
CYP2C9 substrate	+	0.5586	55.86%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8948	89.48%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.8812	88.12%
CYP2D6 inhibition	-	0.9624	96.24%
CYP1A2 inhibition	-	0.8184	81.84%
CYP2C8 inhibition	+	0.7537	75.37%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7185	71.85%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.8576	85.76%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7736	77.36%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7946	79.46%
skin sensitisation	-	0.9145	91.45%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9251	92.51%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.7969	79.69%
Androgen receptor binding	+	0.6636	66.36%
Thyroid receptor binding	+	0.5329	53.29%
Glucocorticoid receptor binding	+	0.6214	62.14%
Aromatase binding	+	0.5310	53.10%
PPAR gamma	+	0.7505	75.05%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9662	96.62%

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	99.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.50%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.71%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.26%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	94.25%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.10%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.15%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.92%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	91.83%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.66%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.91%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.58%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.51%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.25%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.95%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.75%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.38%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.00%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.40%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.21%	93.10%

Plants that contains it

• Duboisia hopwoodii
• Duboisia myoporoides
• Nicotiana africana
• Nicotiana alata
• Nicotiana excelsior
• Nicotiana glauca
• Nicotiana glutinosa
• Nicotiana plumbaginifolia
• Nicotiana sylvestris
• Nicotiana tabacum
• Senegalia berlandieri
• Sinocrassula indica
• Solidago nemoralis
• Vachellia rigidula

Cross-Links

• PubChem: 163030082
• LOTUS: LTS0244370
• wikiData: Q104253021