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methyl (1R,4aS,6S,7R,7aS)-6-[(2S,3S,4S)-4-(2-acetyloxyethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID de0e1ff1-3ffc-4354-9798-db67e4721391
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (1R,4aS,6S,7R,7aS)-6-[(2S,3S,4S)-4-(2-acetyloxyethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1C(CC2C1C(OC=C2C(=O)OC)O)OC(=O)C3=COC(C(C3CCOC(=O)C)C=C)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O)OC(=O)C3=CO[C@H]([C@H]([C@@H]3CCOC(=O)C)C=C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C29H40O15/c1-5-14-15(6-7-39-13(3)31)17(11-41-28(14)44-29-24(34)23(33)22(32)20(9-30)43-29)26(36)42-19-8-16-18(25(35)38-4)10-40-27(37)21(16)12(19)2/h5,10-12,14-16,19-24,27-30,32-34,37H,1,6-9H2,2-4H3/t12-,14-,15-,16+,19-,20+,21+,22+,23-,24+,27+,28-,29-/m0/s1
InChI Key DXJJZEXTNPDWAC-KLSHIDFDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O15
Molecular Weight 628.60 g/mol
Exact Mass 628.23672056 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.00
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,4aS,6S,7R,7aS)-6-[(2S,3S,4S)-4-(2-acetyloxyethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5550 55.50%
Caco-2 - 0.8767 87.67%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7099 70.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7121 71.21%
OATP1B3 inhibitior + 0.9170 91.70%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5789 57.89%
P-glycoprotein inhibitior + 0.5734 57.34%
P-glycoprotein substrate + 0.5723 57.23%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8802 88.02%
CYP3A4 inhibition - 0.9104 91.04%
CYP2C9 inhibition - 0.8798 87.98%
CYP2C19 inhibition - 0.8631 86.31%
CYP2D6 inhibition - 0.9230 92.30%
CYP1A2 inhibition - 0.8609 86.09%
CYP2C8 inhibition + 0.7276 72.76%
CYP inhibitory promiscuity - 0.9056 90.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7075 70.75%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9308 93.08%
Skin irritation - 0.6989 69.89%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7533 75.33%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7466 74.66%
skin sensitisation - 0.8773 87.73%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5438 54.38%
Acute Oral Toxicity (c) III 0.5551 55.51%
Estrogen receptor binding + 0.7756 77.56%
Androgen receptor binding + 0.6437 64.37%
Thyroid receptor binding - 0.5299 52.99%
Glucocorticoid receptor binding + 0.6308 63.08%
Aromatase binding - 0.5474 54.74%
PPAR gamma + 0.6272 62.72%
Honey bee toxicity - 0.7081 70.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.7491 74.91%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.08% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.83% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 89.58% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.09% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.97% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.44% 99.17%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.41% 97.53%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.00% 86.92%
CHEMBL5028 O14672 ADAM10 84.25% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 84.06% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.06% 85.14%
CHEMBL2581 P07339 Cathepsin D 82.76% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.65% 95.83%
CHEMBL340 P08684 Cytochrome P450 3A4 82.55% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.83% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.22% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.70% 92.50%
CHEMBL4208 P20618 Proteasome component C5 80.27% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.14% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162980879
LOTUS LTS0202560
wikiData Q104991031