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methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-8a-methoxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-triacetyloxyoxane-2-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 c060b769-ce07-4081-a7a1-ae38b4bb6cdb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-8a-methoxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-triacetyloxyoxane-2-carboxylate
SMILES (Canonical) CC(=O)OC1C(C(OC(C1OC(=O)C)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)OC)C)C)C)C(=O)OC)OC(=O)C
SMILES (Isomeric) CC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1OC(=O)C)O[C@H]2CC[C@]3([C@@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4(CC[C@@]6([C@H]5CC(CC6)(C)C)C(=O)OC)C)C)C)C(=O)OC)OC(=O)C
InChI InChI=1S/C44H66O12/c1-24(45)52-32-33(53-25(2)46)35(54-26(3)47)37(56-34(32)36(48)50-11)55-31-16-17-41(8)29(40(31,6)7)15-18-43(10)30(41)14-13-27-28-23-39(4,5)19-21-44(28,38(49)51-12)22-20-42(27,43)9/h13,28-35,37H,14-23H2,1-12H3/t28-,29+,30+,31-,32-,33-,34-,35+,37+,41-,42+,43+,44-/m0/s1
InChI Key RQMRVELTDXQWNL-KGRUOZTESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C44H66O12
Molecular Weight 787.00 g/mol
Exact Mass 786.45542754 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 8.00
Atomic LogP (AlogP) 7.04
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-8a-methoxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-triacetyloxyoxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9838 98.38%
Caco-2 - 0.8469 84.69%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7783 77.83%
OATP2B1 inhibitior - 0.8628 86.28%
OATP1B1 inhibitior - 0.3288 32.88%
OATP1B3 inhibitior + 0.9612 96.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9692 96.92%
P-glycoprotein inhibitior + 0.8025 80.25%
P-glycoprotein substrate - 0.7672 76.72%
CYP3A4 substrate + 0.7236 72.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8830 88.30%
CYP3A4 inhibition - 0.7297 72.97%
CYP2C9 inhibition - 0.9025 90.25%
CYP2C19 inhibition - 0.8598 85.98%
CYP2D6 inhibition - 0.9419 94.19%
CYP1A2 inhibition - 0.7143 71.43%
CYP2C8 inhibition + 0.6801 68.01%
CYP inhibitory promiscuity - 0.9243 92.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6501 65.01%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.5971 59.71%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4319 43.19%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.7708 77.08%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5335 53.35%
Acute Oral Toxicity (c) III 0.5390 53.90%
Estrogen receptor binding + 0.7791 77.91%
Androgen receptor binding + 0.7368 73.68%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7762 77.62%
Aromatase binding + 0.6843 68.43%
PPAR gamma + 0.7835 78.35%
Honey bee toxicity - 0.7080 70.80%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9844 98.44%

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 97.42% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.91% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.20% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.30% 95.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.57% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.94% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.19% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.50% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.26% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.02% 82.69%
CHEMBL5255 O00206 Toll-like receptor 4 84.77% 92.50%
CHEMBL2581 P07339 Cathepsin D 84.11% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.58% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.59% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.84% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.47% 92.62%

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 163035384
LOTUS LTS0086397
wikiData Q105243423