methyl (4S,5Z,6S)-5-ethylidene-4-[2-[[(1S,2R,3R,5R)-3-[2-[(2S,3Z,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-5-[(2S)-1-[2-[(2S,3Z,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-3-hydroxypropan-2-yl]-2-methylcyclopentyl]methoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 1a77cbf9-207e-4f6e-a4e7-7a0e1d8a4572
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: methyl (4S,5Z,6S)-5-ethylidene-4-[2-[[(1S,2R,3R,5R)-3-[2-[(2S,3Z,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-5-[(2S)-1-[2-[(2S,3Z,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-3-hydroxypropan-2-yl]-2-methylcyclopentyl]methoxy]-2-oxoethyl]-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(CO)COC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)OC(=O)CC6C(=COC(C6=CC)OC7C(C(C(C(O7)CO)O)O)O)C(=O)OC)C
• SMILES (Isomeric): C/C=C\1/[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OC[C@@H]3[C@H]([C@@H](C[C@H]3[C@@H](CO)COC(=O)C[C@@H]\4C(=CO[C@H](/C4=C\C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C(=O)OC)OC(=O)C[C@@H]\6C(=CO[C@H](/C6=C\C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)OC)C
• InChI: InChI=1S/C61H86O34/c1-8-26-30(34(53(78)81-5)21-86-56(26)93-59-50(75)47(72)44(69)38(16-63)90-59)12-41(66)84-19-25(15-62)29-11-37(89-43(68)14-32-28(10-3)58(88-23-36(32)55(80)83-7)95-61-52(77)49(74)46(71)40(18-65)92-61)24(4)33(29)20-85-42(67)13-31-27(9-2)57(87-22-35(31)54(79)82-6)94-60-51(76)48(73)45(70)39(17-64)91-60/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-,25+,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: PCMFSBCRKKRDDK-CPDRNAEBSA-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	-	0.7009	70.09%
Caco-2	-	0.8596	85.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8078	80.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7470	74.70%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9686	96.86%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.6759	67.59%
CYP3A4 substrate	+	0.6962	69.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.8938	89.38%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.9037	90.37%
CYP2C8 inhibition	+	0.6685	66.85%
CYP inhibitory promiscuity	-	0.9228	92.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7346	73.46%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5646	56.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7783	77.83%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7227	72.27%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6477	64.77%
Acute Oral Toxicity (c)	III	0.5111	51.11%
Estrogen receptor binding	+	0.7550	75.50%
Androgen receptor binding	+	0.7174	71.74%
Thyroid receptor binding	+	0.6314	63.14%
Glucocorticoid receptor binding	+	0.7774	77.74%
Aromatase binding	+	0.5692	56.92%
PPAR gamma	+	0.8005	80.05%
Honey bee toxicity	-	0.6931	69.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8918	89.18%

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	98.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.45%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.80%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.95%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.12%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.10%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.77%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.41%	86.92%
CHEMBL5028	O14672	ADAM10	84.91%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.90%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.58%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.32%	94.80%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.22%	94.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.08%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.34%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.88%	90.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.67%	96.90%

Plants that contains it

• Jasminum fluminense
• Jasminum sambac

Cross-Links

• PubChem: 101920645
• LOTUS: LTS0171983
• wikiData: Q104403339