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(2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 9b214e91-221e-4e6a-944a-f3ed12fd535d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C)C2C1)C)C(=O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O
InChI InChI=1S/C42H66O14/c1-37(2)14-16-42(36(51)52)17-15-40(6)20(21(42)18-37)8-9-24-39(5)12-11-25(38(3,4)23(39)10-13-41(24,40)7)54-35-32(28(46)26(44)22(19-43)53-35)56-34-30(48)27(45)29(47)31(55-34)33(49)50/h8,21-32,34-35,43-48H,9-19H2,1-7H3,(H,49,50)(H,51,52)/t21-,22+,23-,24+,25-,26+,27-,28-,29-,30+,31-,32+,34-,35-,39-,40+,41+,42-/m0/s1
InChI Key SLVSCWTYLPDYQK-IMGQINELSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 2.97
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 7

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-[(2R,3R,4S,5S,6R)-2-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 + 0.7941 79.41%
Caco-2 - 0.8850 88.50%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8948 89.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3202 32.02%
OATP1B3 inhibitior - 0.5056 50.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6474 64.74%
BSEP inhibitior - 0.5693 56.93%
P-glycoprotein inhibitior + 0.7606 76.06%
P-glycoprotein substrate - 0.8854 88.54%
CYP3A4 substrate + 0.7096 70.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8459 84.59%
CYP2C9 inhibition - 0.8380 83.80%
CYP2C19 inhibition - 0.9220 92.20%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.8499 84.99%
CYP2C8 inhibition + 0.6983 69.83%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.5723 57.23%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4105 41.05%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.9572 95.72%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8291 82.91%
Acute Oral Toxicity (c) III 0.7628 76.28%
Estrogen receptor binding + 0.7402 74.02%
Androgen receptor binding + 0.7241 72.41%
Thyroid receptor binding - 0.6824 68.24%
Glucocorticoid receptor binding + 0.6788 67.88%
Aromatase binding + 0.6512 65.12%
PPAR gamma + 0.7432 74.32%
Honey bee toxicity - 0.7118 71.18%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6255 62.55%
Fish aquatic toxicity + 0.9778 97.78%

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 96.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.65% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.30% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.97% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.89% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.38% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.22% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 84.15% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.06% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.64% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.89% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.64% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.41% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.35% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.97% 90.17%

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.
Abrus precatorius

Cross-Links

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PubChem 102120181
LOTUS LTS0054658
wikiData Q105255671