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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-8a-[(2S,3R,4S,5R)-5-hydroxy-3,4-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxycarbonyl-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-trihydroxyoxane-2-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 0b6e429e-2352-46b9-b500-5494ac1b4747
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-8a-[(2S,3R,4S,5R)-5-hydroxy-3,4-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxycarbonyl-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-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H84O22/c1-21-30(56)32(58)36(62)43(69-21)72-39-25(54)20-68-46(41(39)74-44-37(63)33(59)31(57)22(2)70-44)75-47(67)53-17-16-48(3,4)18-24(53)23-10-11-27-50(7)14-13-29(71-45-38(64)34(60)35(61)40(73-45)42(65)66)49(5,6)26(50)12-15-51(27,8)52(23,9)19-28(53)55/h10,21-22,24-41,43-46,54-64H,11-20H2,1-9H3,(H,65,66)/t21-,22-,24-,25+,26-,27+,28+,29-,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,43-,44-,45+,46-,50-,51+,52+,53+/m0/s1
InChI Key MRAQSMMDVCFYKP-ZXOWDICYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C53H84O22
Molecular Weight 1073.20 g/mol
Exact Mass 1072.54542430 g/mol
Topological Polar Surface Area (TPSA) 351.00 Ų
XlogP 1.60
Atomic LogP (AlogP) -0.28
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-8a-[(2S,3R,4S,5R)-5-hydroxy-3,4-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxycarbonyl-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-trihydroxyoxane-2-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 + 0.8757 87.57%
Caco-2 - 0.8818 88.18%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8755 87.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3678 36.78%
OATP1B3 inhibitior - 0.2348 23.48%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.9053 90.53%
P-glycoprotein inhibitior + 0.7504 75.04%
P-glycoprotein substrate - 0.5559 55.59%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.8622 86.22%
CYP2C9 inhibition - 0.8630 86.30%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.7437 74.37%
CYP inhibitory promiscuity - 0.9755 97.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6959 69.59%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8194 81.94%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9336 93.36%
Acute Oral Toxicity (c) III 0.5967 59.67%
Estrogen receptor binding + 0.7688 76.88%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding + 0.5299 52.99%
Glucocorticoid receptor binding + 0.7701 77.01%
Aromatase binding + 0.6064 60.64%
PPAR gamma + 0.8072 80.72%
Honey bee toxicity - 0.6808 68.08%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9805 98.05%

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 96.31% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.73% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.87% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.70% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.93% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.04% 94.45%
CHEMBL5028 O14672 ADAM10 85.92% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.65% 89.44%
CHEMBL340 P08684 Cytochrome P450 3A4 82.39% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.86% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.96% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.60% 85.31%
CHEMBL2581 P07339 Cathepsin D 80.14% 98.95%

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 162944146
LOTUS LTS0208228
wikiData Q105170437