methyl (4S,5E,6S)-5-ethylidene-4-[2-[[(1R,2R,3R,5R)-3-[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-5-[(1R)-1-[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-2-hydroxyethyl]-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: 48869efa-23e9-485a-a7d2-6ea779996418
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: methyl (4S,5E,6S)-5-ethylidene-4-[2-[[(1R,2R,3R,5R)-3-[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-5-[(1R)-1-[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-2-hydroxyethyl]-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)OC(=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)OC(=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/C60H84O34/c1-8-24-27(32(52(77)80-5)20-84-55(24)92-58-49(74)46(71)43(68)37(16-62)89-58)12-40(65)83-19-31-23(4)35(87-41(66)13-28-25(9-2)56(85-21-33(28)53(78)81-6)93-59-50(75)47(72)44(69)38(17-63)90-59)11-30(31)36(15-61)88-42(67)14-29-26(10-3)57(86-22-34(29)54(79)82-7)94-60-51(76)48(73)45(70)39(18-64)91-60/h8-10,20-23,27-31,35-39,43-51,55-64,68-76H,11-19H2,1-7H3/b24-8+,25-9+,26-10+/t23-,27+,28+,29+,30-,31-,35-,36+,37-,38-,39-,43-,44-,45-,46+,47+,48+,49-,50-,51-,55+,56+,57+,58+,59+,60+/m1/s1
• InChI Key: RQPSVPPUEFVNFC-SBWGGEBJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₄O₃₄
• Molecular Weight: 1349.30 g/mol
• Exact Mass: 1348.4843997 g/mol
• Topological Polar Surface Area (TPSA): 504.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -4.84
• H-Bond Acceptor: 34
• H-Bond Donor: 13
• Rotatable Bonds: 24

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	-	0.8617	86.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8078	80.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7441	74.41%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9738	97.38%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6470	64.70%
CYP3A4 substrate	+	0.6980	69.80%
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	+	0.7003	70.03%
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	-	0.8983	89.83%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5746	57.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7375	73.75%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7477	74.77%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5111	51.11%
Estrogen receptor binding	+	0.7707	77.07%
Androgen receptor binding	+	0.7177	71.77%
Thyroid receptor binding	+	0.6263	62.63%
Glucocorticoid receptor binding	+	0.7697	76.97%
Aromatase binding	+	0.5848	58.48%
PPAR gamma	+	0.7944	79.44%
Honey bee toxicity	-	0.6649	66.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	98.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.23%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.87%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.82%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.40%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.30%	95.83%
CHEMBL5028	O14672	ADAM10	85.22%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.94%	97.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.98%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.81%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%

Plants that contains it

• Jasminum sambac

Cross-Links

• PubChem: 163036834
• LOTUS: LTS0265388
• wikiData: Q105243512