(2R)-2-hydroxy-2-[(2S,3S,5R,6S)-2-hydroxy-6-[[(4R,5R,6R,7R,9S)-2-[(2R,3R,5S)-5-[(2R,5R)-5-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-3-[(2S,5S,6R)-5-methoxy-6-methyloxan-2-yl]oxyoxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-4-methoxy-3,5-dimethyloxan-2-yl]acetic acid

Details

• Internal ID: 496e72d1-4ffa-4eed-9891-a0bd1fc635bf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2R)-2-hydroxy-2-[(2S,3S,5R,6S)-2-hydroxy-6-[[(4R,5R,6R,7R,9S)-2-[(2R,3R,5S)-5-[(2R,5R)-5-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-3-[(2S,5S,6R)-5-methoxy-6-methyloxan-2-yl]oxyoxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-4-methoxy-3,5-dimethyloxan-2-yl]acetic acid
• SMILES (Canonical): CC1CC(C(OC1C2CCC(O2)C3CC(C(O3)C4(CC(C5(O4)C(C(CC(O5)CC6C(C(C(C(O6)(C(C(=O)O)O)O)C)OC)C)OC)C)C)C)OC7CCC(C(O7)C)OC)(C)O)C
• SMILES (Isomeric): C[C@H]1C[C@H]([C@@](O[C@@H]1[C@H]2CC[C@@H](O2)[C@@H]3C[C@H]([C@@H](O3)C4(C[C@H]([C@@]5(O4)[C@@H]([C@@H](C[C@H](O5)C[C@H]6[C@H](C([C@@H]([C@](O6)([C@H](C(=O)O)O)O)C)OC)C)OC)C)C)C)O[C@H]7CC[C@@H]([C@H](O7)C)OC)(C)O)C
• InChI: InChI=1S/C46H78O16/c1-22-17-23(2)44(9,50)61-38(22)32-14-13-31(56-32)35-20-36(57-37-16-15-30(52-10)28(7)55-37)41(58-35)43(8)21-24(3)46(62-43)26(5)34(53-11)19-29(59-46)18-33-25(4)39(54-12)27(6)45(51,60-33)40(47)42(48)49/h22-41,47,50-51H,13-21H2,1-12H3,(H,48,49)/t22-,23+,24+,25+,26+,27-,28+,29+,30-,31+,32+,33-,34+,35-,36+,37-,38-,39?,40-,41+,43?,44-,45-,46+/m0/s1
• InChI Key: AINDPXHXPBFFDG-UVRRTGMGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₁₆
• Molecular Weight: 887.10 g/mol
• Exact Mass: 886.52898640 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

• (2R)-2-hydroxy-2-[(2S,3S,5R,6S)-2-hydroxy-6-[[(4R,5R,6R,7R,9S)-2-[(2R,3R,5S)-5-[(2R,5R)-5-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-3-[(2S,5S,6R)-5-methoxy-6-methyloxan-2-yl]oxyoxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-4-methoxy-3,5-dimethyloxan-2-yl]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5896	58.96%
Caco-2	-	0.8746	87.46%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.8753	87.53%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.8376	83.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4561	45.61%
P-glycoprotein inhibitior	+	0.7714	77.14%
P-glycoprotein substrate	+	0.7544	75.44%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	0.5984	59.84%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.9172	91.72%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9222	92.22%
CYP2C8 inhibition	+	0.7277	72.77%
CYP inhibitory promiscuity	-	0.9317	93.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.6464	64.64%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6635	66.35%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5431	54.31%
skin sensitisation	-	0.9089	90.89%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8563	85.63%
Acute Oral Toxicity (c)	I	0.6106	61.06%
Estrogen receptor binding	+	0.7198	71.98%
Androgen receptor binding	+	0.7463	74.63%
Thyroid receptor binding	-	0.5301	53.01%
Glucocorticoid receptor binding	+	0.8013	80.13%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.7493	74.93%
Honey bee toxicity	-	0.6820	68.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9098	90.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.56%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.01%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	94.54%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.32%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.64%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.80%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.43%	91.11%
CHEMBL206	P03372	Estrogen receptor alpha	87.96%	97.64%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	87.92%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.38%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.28%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.42%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	85.54%	92.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.35%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.26%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.89%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.71%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.49%	93.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.25%	86.92%
CHEMBL3474	P14555	Phospholipase A2 group IIA	80.64%	94.05%
CHEMBL204	P00734	Thrombin	80.35%	96.01%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589129
• LOTUS: LTS0143653
• wikiData: Q104912857