[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[2-[3-[(3R)-3-acetyloxy-5,5-dimethylcyclopenten-1-yl]-4-methoxyphenyl]-5,6-dihydroxy-4-oxochromen-7-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 417418c8-b688-43ff-8a7e-6b0bed23bec6
• 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,6R)-2-[2-[3-[(3R)-3-acetyloxy-5,5-dimethylcyclopenten-1-yl]-4-methoxyphenyl]-5,6-dihydroxy-4-oxochromen-7-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)C6=CC(CC6(C)C)OC(=O)C)O)O)CO)O)OC7C(C(C(C(O7)COC(=O)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)C6=C[C@@H](CC6(C)C)OC(=O)C)O)O)CO)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COC(=O)C)O)O)O)O)O)O
• InChI: InChI=1S/C45H56O23/c1-16-31(50)36(55)38(57)42(61-16)68-41-40(67-43-39(58)37(56)33(52)29(66-43)15-60-17(2)47)34(53)28(14-46)65-44(41)64-27-12-26-30(35(54)32(27)51)23(49)11-25(63-26)19-7-8-24(59-6)21(9-19)22-10-20(62-18(3)48)13-45(22,4)5/h7-12,16,20,28-29,31,33-34,36-44,46,50-58H,13-15H2,1-6H3/t16-,20-,28+,29+,31-,33+,34+,36+,37-,38+,39+,40-,41+,42-,43-,44+/m0/s1
• InChI Key: PBHBQGSNOJXIOU-KKGLGEFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₆O₂₃
• Molecular Weight: 964.90 g/mol
• Exact Mass: 964.32123803 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 23
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8437	84.37%
Caco-2	-	0.8739	87.39%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6654	66.54%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.7812	78.12%
OATP1B3 inhibitior	+	0.8958	89.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8840	88.40%
P-glycoprotein inhibitior	+	0.7284	72.84%
P-glycoprotein substrate	+	0.7876	78.76%
CYP3A4 substrate	+	0.7274	72.74%
CYP2C9 substrate	-	0.8130	81.30%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.8442	84.42%
CYP2C9 inhibition	-	0.6561	65.61%
CYP2C19 inhibition	-	0.7104	71.04%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.7485	74.85%
CYP2C8 inhibition	+	0.8496	84.96%
CYP inhibitory promiscuity	-	0.7085	70.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7676	76.76%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9278	92.78%
Acute Oral Toxicity (c)	I	0.4127	41.27%
Estrogen receptor binding	+	0.8364	83.64%
Androgen receptor binding	+	0.6637	66.37%
Thyroid receptor binding	+	0.5540	55.40%
Glucocorticoid receptor binding	+	0.7244	72.44%
Aromatase binding	+	0.6427	64.27%
PPAR gamma	+	0.7818	78.18%
Honey bee toxicity	-	0.5957	59.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9862	98.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.61%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.57%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.43%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.07%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.97%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.93%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.87%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.32%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.92%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.57%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.28%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.24%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.59%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.49%	97.31%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.28%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.75%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.31%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.10%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.38%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.36%	86.92%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.81%	95.17%
CHEMBL1937	Q92769	Histone deacetylase 2	82.60%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.86%	97.28%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.50%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.42%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.19%	92.50%
CHEMBL5747	Q92793	CREB-binding protein	81.05%	95.12%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.60%	91.24%

Plants that contains it

• Aucklandia costus

Cross-Links

• PubChem: 162982326
• LOTUS: LTS0047986
• wikiData: Q105205185