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(1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-sulfooxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-6a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

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 c33fcb76-a82c-4ded-8e6b-88e57af6890e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-sulfooxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-6a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C)O)O)OS(=O)(=O)O)C)C)C2C1C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C)O)O)OS(=O)(=O)O)C)C)[C@@H]2[C@H]1C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)O
InChI InChI=1S/C42H66O17S/c1-19-10-15-41(36(49)50)16-17-42(37(51)58-34-32(48)30(46)29(45)23(18-43)56-34)22(27(41)20(19)2)8-9-25-39(6)13-12-26(38(4,5)24(39)11-14-40(25,42)7)57-35-33(59-60(52,53)54)31(47)28(44)21(3)55-35/h8,19-21,23-35,43-48H,9-18H2,1-7H3,(H,49,50)(H,52,53,54)/t19-,20+,21-,23-,24+,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,39+,40-,41+,42-/m1/s1
InChI Key GBBMRSNNCAWOOS-KZNIDIGNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H66O17S
Molecular Weight 875.00 g/mol
Exact Mass 874.40207181 g/mol
Topological Polar Surface Area (TPSA) 285.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-sulfooxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-6a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8301 83.01%
Caco-2 - 0.8741 87.41%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6125 61.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7722 77.22%
OATP1B3 inhibitior + 0.9038 90.38%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.6610 66.10%
P-glycoprotein inhibitior + 0.7589 75.89%
P-glycoprotein substrate - 0.5454 54.54%
CYP3A4 substrate + 0.7276 72.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8724 87.24%
CYP3A4 inhibition - 0.8521 85.21%
CYP2C9 inhibition - 0.7514 75.14%
CYP2C19 inhibition - 0.7285 72.85%
CYP2D6 inhibition - 0.8703 87.03%
CYP1A2 inhibition - 0.7371 73.71%
CYP2C8 inhibition + 0.7374 73.74%
CYP inhibitory promiscuity - 0.8921 89.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.6200 62.00%
Carcinogenicity (trinary) Non-required 0.5829 58.29%
Eye corrosion - 0.9783 97.83%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.7529 75.29%
Skin corrosion - 0.9081 90.81%
Ames mutagenesis - 0.8324 83.24%
Human Ether-a-go-go-Related Gene inhibition - 0.3761 37.61%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.7558 75.58%
skin sensitisation - 0.8409 84.09%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9672 96.72%
Acute Oral Toxicity (c) III 0.6055 60.55%
Estrogen receptor binding + 0.7499 74.99%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding - 0.5697 56.97%
Glucocorticoid receptor binding + 0.7038 70.38%
Aromatase binding + 0.6213 62.13%
PPAR gamma + 0.7585 75.85%
Honey bee toxicity - 0.6667 66.67%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6005 60.05%
Fish aquatic toxicity + 0.9928 99.28%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.53% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.19% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.02% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.37% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.24% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.58% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 88.80% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 87.74% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.31% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.61% 95.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.05% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.99% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.84% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.86% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.11% 94.00%

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 10605671
LOTUS LTS0232877
wikiData Q105005753