[(2S,3S,4S,5R)-2-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: b6b6e8fc-35c4-45fd-9216-bc2b67cafefa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R)-2-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(COC1OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]([C@@H](CO[C@H]1OC[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)OC)O)O)O)O)O
• InChI: InChI=1S/C29H32O17/c1-10(30)43-27-20(35)15(34)8-41-29(27)42-9-18-21(36)23(38)24(39)28(45-18)46-26-22(37)19-14(33)6-12(31)7-17(19)44-25(26)11-3-4-13(32)16(5-11)40-2/h3-7,15,18,20-21,23-24,27-29,31-36,38-39H,8-9H2,1-2H3/t15-,18-,20+,21+,23+,24-,27+,28+,29+/m1/s1
• InChI Key: KKIIPZWECKIZLK-CZAWSVLESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₇
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.16394955 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5327	53.27%
Caco-2	-	0.9059	90.59%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5991	59.91%
OATP2B1 inhibitior	-	0.5820	58.20%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6530	65.30%
P-glycoprotein inhibitior	-	0.4552	45.52%
P-glycoprotein substrate	+	0.6211	62.11%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.9109	91.09%
CYP2C8 inhibition	+	0.8224	82.24%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7106	71.06%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.8559	85.59%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4121	41.21%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.9187	91.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9497	94.97%
Acute Oral Toxicity (c)	III	0.6795	67.95%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.6451	64.51%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	+	0.7308	73.08%
Honey bee toxicity	-	0.7409	74.09%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.8903	89.03%

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	99.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.33%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.86%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.12%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.17%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.04%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.31%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.11%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.80%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.49%	95.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.88%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.55%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.90%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.57%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.38%	96.00%

Plants that contains it

• Trillium apetalon

Cross-Links

• PubChem: 163104719
• LOTUS: LTS0086216
• wikiData: Q105142208