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methyl (4S,4aS,6S,7R,7aS)-6-[2-[(2S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetyl]oxy-7-methyl-3-oxo-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[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 122a82b5-14ae-44cc-ab5d-381ac07a11bc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (4S,4aS,6S,7R,7aS)-6-[2-[(2S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetyl]oxy-7-methyl-3-oxo-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1C(CC2C1COC(=O)C2C(=O)OC)OC(=O)CC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C
SMILES (Isomeric) C[C@H]1[C@H](C[C@H]2[C@@H]1COC(=O)[C@@H]2C(=O)OC)OC(=O)CC3C([C@@H](OC=C3C(=O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C
InChI InChI=1S/C28H38O15/c1-5-12-13(7-19(30)41-17-6-14-15(11(17)2)9-39-26(36)20(14)25(35)38-4)16(24(34)37-3)10-40-27(12)43-28-23(33)22(32)21(31)18(8-29)42-28/h5,10-15,17-18,20-23,27-29,31-33H,1,6-9H2,2-4H3/t11-,12?,13?,14+,15-,17+,18-,20+,21-,22+,23-,27+,28+/m1/s1
InChI Key PNJYEHPHHQUERT-NPFGXWBASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O15
Molecular Weight 614.60 g/mol
Exact Mass 614.22107050 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.45
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4S,4aS,6S,7R,7aS)-6-[2-[(2S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetyl]oxy-7-methyl-3-oxo-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[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 - 0.4610 46.10%
Caco-2 - 0.8595 85.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7162 71.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7598 75.98%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5414 54.14%
P-glycoprotein inhibitior + 0.6412 64.12%
P-glycoprotein substrate + 0.6498 64.98%
CYP3A4 substrate + 0.7092 70.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.8415 84.15%
CYP2C9 inhibition - 0.9177 91.77%
CYP2C19 inhibition - 0.8703 87.03%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.8867 88.67%
CYP2C8 inhibition + 0.6229 62.29%
CYP inhibitory promiscuity - 0.9296 92.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7401 74.01%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.7193 71.93%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.5569 55.69%
Human Ether-a-go-go-Related Gene inhibition - 0.3653 36.53%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8718 87.18%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.7172 71.72%
Acute Oral Toxicity (c) III 0.4595 45.95%
Estrogen receptor binding + 0.7433 74.33%
Androgen receptor binding + 0.6314 63.14%
Thyroid receptor binding - 0.5649 56.49%
Glucocorticoid receptor binding + 0.6219 62.19%
Aromatase binding + 0.5722 57.22%
PPAR gamma + 0.5998 59.98%
Honey bee toxicity - 0.6321 63.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9522 95.22%

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 98.30% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.23% 96.09%
CHEMBL2581 P07339 Cathepsin D 88.91% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.11% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.84% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 87.29% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.91% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.78% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.17% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.25% 95.56%
CHEMBL4208 P20618 Proteasome component C5 83.20% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.97% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.97% 97.09%
CHEMBL5028 O14672 ADAM10 82.94% 97.50%
CHEMBL4530 P00488 Coagulation factor XIII 82.93% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.92% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.23% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.55% 92.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.71% 95.83%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.41% 93.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Loasa nitida

Cross-Links

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PubChem 100927546
LOTUS LTS0049839
wikiData Q104392942