methyl (4S,5E,6S)-4-[2-[[(1S,2R,3R,5R)-5-[1,3-bis[[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy]propan-2-yl]-3-hydroxy-2-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 0a6b9ee5-eb8a-43b7-b2d8-fbba45df4846
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: methyl (4S,5E,6S)-4-[2-[[(1S,2R,3R,5R)-5-[1,3-bis[[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy]propan-2-yl]-3-hydroxy-2-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(CC3C(COC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)COC(=O)CC6C(=COC(C6=CC)OC7C(C(C(C(O7)CO)O)O)O)C(=O)OC)O)C
• SMILES (Isomeric): C/C=C\1/[C@@H](OC=C([C@H]1CC(=O)OC[C@H]2[C@@H](C[C@H]([C@@H]2C)O)C(COC(=O)C[C@H]3/C(=C\C)/[C@@H](OC=C3C(=O)OC)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO)COC(=O)C[C@H]5/C(=C\C)/[C@@H](OC=C5C(=O)OC)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)CO)C(=O)OC)O[C@@H]7O[C@@H]([C@H]([C@@H]([C@H]7O)O)O)CO
• InChI: InChI=1S/C61H86O34/c1-8-26-30(34(53(78)81-5)21-87-56(26)93-59-50(75)47(72)44(69)38(15-62)90-59)12-41(66)84-18-25(19-85-42(67)13-31-27(9-2)57(88-22-35(31)54(79)82-6)94-60-51(76)48(73)45(70)39(16-63)91-60)29-11-37(65)24(4)33(29)20-86-43(68)14-32-28(10-3)58(89-23-36(32)55(80)83-7)95-61-52(77)49(74)46(71)40(17-64)92-61/h8-10,21-25,29-33,37-40,44-52,56-65,69-77H,11-20H2,1-7H3/b26-8+,27-9+,28-10+/t24-,29+,30+,31+,32+,33-,37-,38-,39-,40-,44-,45-,46-,47+,48+,49+,50-,51-,52-,56+,57+,58+,59+,60+,61+/m1/s1
• InChI Key: ISPNVFXVQQJBJP-ZIYITBGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₈₆O₃₄
• Molecular Weight: 1363.30 g/mol
• Exact Mass: 1362.5000498 g/mol
• Topological Polar Surface Area (TPSA): 504.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -4.59
• H-Bond Acceptor: 34
• H-Bond Donor: 13
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6606	66.06%
Caco-2	-	0.8598	85.98%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7657	76.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6985	69.85%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9653	96.53%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6299	62.99%
CYP3A4 substrate	+	0.6817	68.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.9172	91.72%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.6049	60.49%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7408	74.08%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7558	75.58%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7599	75.99%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7176	71.76%
skin sensitisation	-	0.8963	89.63%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7750	77.50%
Acute Oral Toxicity (c)	III	0.5140	51.40%
Estrogen receptor binding	+	0.7538	75.38%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	+	0.6494	64.94%
Glucocorticoid receptor binding	+	0.7715	77.15%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	+	0.8037	80.37%
Honey bee toxicity	-	0.7202	72.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8439	84.39%

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	98.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.97%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.82%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.47%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.83%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.62%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.66%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.65%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.02%	86.92%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.97%	94.80%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.39%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.09%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	81.54%	92.50%
CHEMBL5028	O14672	ADAM10	81.49%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	81.44%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.77%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.20%	94.33%

Plants that contains it

• Jasminum sambac

Cross-Links

• PubChem: 162953336
• LOTUS: LTS0243021
• wikiData: Q105119698