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methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-diacetyloxy-3-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxyoxane-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 3e13df40-2159-417f-bd3e-601c5683df81
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)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-diacetyloxy-3-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C66H94O27/c1-31(67)79-29-43-47(82-33(3)69)49(84-35(5)71)54(87-38(8)74)58(89-43)93-60(77)66-26-24-61(10,11)28-41(66)40-18-19-45-63(14)22-21-46(62(12,13)44(63)20-23-65(45,16)64(40,15)25-27-66)90-59-55(88-39(9)75)51(85-36(6)72)50(52(92-59)56(76)78-17)91-57-53(86-37(7)73)48(83-34(4)70)42(30-80-57)81-32(2)68/h18,41-55,57-59H,19-30H2,1-17H3/t41-,42+,43+,44+,45+,46-,47+,48-,49-,50-,51-,52-,53+,54+,55+,57-,58-,59+,63-,64+,65+,66-/m0/s1
InChI Key MTSRFKLSAMFQSB-DSUGOSISSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C66H94O27
Molecular Weight 1319.40 g/mol
Exact Mass 1318.59824772 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.10
H-Bond Acceptor 27
H-Bond Donor 0
Rotatable Bonds 17

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)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-diacetyloxy-3-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxyoxane-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 + 0.9646 96.46%
Caco-2 - 0.8545 85.45%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8614 86.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7233 72.33%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9939 99.39%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7518 75.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.8825 88.25%
CYP2C9 inhibition - 0.9252 92.52%
CYP2C19 inhibition - 0.8957 89.57%
CYP2D6 inhibition - 0.9486 94.86%
CYP1A2 inhibition - 0.8677 86.77%
CYP2C8 inhibition + 0.7749 77.49%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5621 56.21%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8965 89.65%
Skin irritation - 0.7002 70.02%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7132 71.32%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8309 83.09%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7877 78.77%
Acute Oral Toxicity (c) III 0.5841 58.41%
Estrogen receptor binding + 0.6457 64.57%
Androgen receptor binding + 0.7545 75.45%
Thyroid receptor binding + 0.6789 67.89%
Glucocorticoid receptor binding + 0.7854 78.54%
Aromatase binding + 0.7159 71.59%
PPAR gamma + 0.7805 78.05%
Honey bee toxicity - 0.6278 62.78%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9749 97.49%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.75% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.80% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.32% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 91.03% 92.50%
CHEMBL2581 P07339 Cathepsin D 89.96% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.65% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 87.92% 91.65%
CHEMBL340 P08684 Cytochrome P450 3A4 85.48% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.82% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.31% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.79% 82.69%
CHEMBL5028 O14672 ADAM10 83.61% 97.50%
CHEMBL1871 P10275 Androgen Receptor 82.44% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.14% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.08% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.32% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.22% 95.89%

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 162960346
LOTUS LTS0061715
wikiData Q105171859