methyl (4S,5Z,6S)-4-[2-[[(1S,2R,3R,5R)-5-(1,3-dihydroxypropan-2-yl)-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-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: a1dadfed-3ee2-469d-ba3b-ecb0162ef133
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (4S,5Z,6S)-4-[2-[[(1S,2R,3R,5R)-5-(1,3-dihydroxypropan-2-yl)-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-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(CO)CO)OC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)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]3C(CO)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)C
• InChI: InChI=1S/C44H64O24/c1-6-20-23(26(39(57)59-4)16-62-41(20)67-43-37(55)35(53)33(51)29(13-47)65-43)9-31(49)61-15-25-18(3)28(8-22(25)19(11-45)12-46)64-32(50)10-24-21(7-2)42(63-17-27(24)40(58)60-5)68-44-38(56)36(54)34(52)30(14-48)66-44/h6-7,16-19,22-25,28-30,33-38,41-48,51-56H,8-15H2,1-5H3/b20-6-,21-7-/t18-,22+,23+,24+,25-,28-,29-,30-,33-,34-,35+,36+,37-,38-,41+,42+,43+,44+/m1/s1
• InChI Key: QGVKUNWDVOEJOC-IPOPJIAVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄O₂₄
• Molecular Weight: 977.00 g/mol
• Exact Mass: 976.37875290 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.32
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 18

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	-	0.8659	86.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8078	80.78%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.7493	74.93%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9443	94.43%
P-glycoprotein inhibitior	+	0.7405	74.05%
P-glycoprotein substrate	+	0.6386	63.86%
CYP3A4 substrate	+	0.6886	68.86%
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	+	0.6493	64.93%
CYP inhibitory promiscuity	-	0.9228	92.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7346	73.46%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9018	90.18%
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	+	0.7337	73.37%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7477	74.77%
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	-	0.6081	60.81%
Acute Oral Toxicity (c)	III	0.5111	51.11%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.6972	69.72%
Thyroid receptor binding	+	0.5534	55.34%
Glucocorticoid receptor binding	+	0.7519	75.19%
Aromatase binding	+	0.5743	57.43%
PPAR gamma	+	0.7823	78.23%
Honey bee toxicity	-	0.6944	69.44%
Biodegradation	-	0.6750	67.50%
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	95.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.01%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.99%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.95%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.17%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	85.93%	97.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.85%	86.92%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.12%	99.17%
CHEMBL5028	O14672	ADAM10	84.91%	97.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.11%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.58%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.22%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.96%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.67%	96.90%

Plants that contains it

• Jasminum fluminense
• Jasminum sambac

Cross-Links

• PubChem: 101920415
• LOTUS: LTS0009469
• wikiData: Q105220678