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(2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8,9,10-trihydroxy-8a-(hydroxymethyl)-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-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-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 846bf09f-3b22-439e-b4dc-89adb390bcde
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8,9,10-trihydroxy-8a-(hydroxymethyl)-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-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7O)O)(C)C)CO)O)C)C)C)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2C(=O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC([C@H]([C@@H]7O)O)(C)C)CO)O)C)C)C)O)O)O)O)O
InChI InChI=1S/C42H68O15/c1-18-25(45)26(46)28(48)35(54-18)56-30-27(47)29(49)36(57-31(30)34(52)53)55-24-12-13-39(6)21(38(24,4)5)11-14-40(7)22(39)10-9-19-20-15-37(2,3)32(50)33(51)42(20,17-43)23(44)16-41(19,40)8/h9,18,20-33,35-36,43-51H,10-17H2,1-8H3,(H,52,53)/t18-,20-,21-,22+,23+,24-,25-,26+,27+,28+,29+,30-,31-,32-,33-,35-,36+,39-,40+,41+,42-/m0/s1
InChI Key ICSSUMPYZLQDBC-TWABYYKDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O15
Molecular Weight 813.00 g/mol
Exact Mass 812.45582146 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8,9,10-trihydroxy-8a-(hydroxymethyl)-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-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-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 + 0.8519 85.19%
Caco-2 - 0.8906 89.06%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8632 86.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7920 79.20%
OATP1B3 inhibitior - 0.5253 52.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.4876 48.76%
P-glycoprotein inhibitior + 0.7545 75.45%
P-glycoprotein substrate - 0.6779 67.79%
CYP3A4 substrate + 0.7204 72.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8812 88.12%
CYP2C9 inhibition - 0.8589 85.89%
CYP2C19 inhibition - 0.9177 91.77%
CYP2D6 inhibition - 0.9415 94.15%
CYP1A2 inhibition - 0.8706 87.06%
CYP2C8 inhibition + 0.7068 70.68%
CYP inhibitory promiscuity - 0.9515 95.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6405 64.05%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.5441 54.41%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.8095 80.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7430 74.30%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8543 85.43%
skin sensitisation - 0.8946 89.46%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.8394 83.94%
Acute Oral Toxicity (c) III 0.7787 77.87%
Estrogen receptor binding + 0.7415 74.15%
Androgen receptor binding + 0.7351 73.51%
Thyroid receptor binding - 0.5882 58.82%
Glucocorticoid receptor binding + 0.6914 69.14%
Aromatase binding + 0.6580 65.80%
PPAR gamma + 0.7533 75.33%
Honey bee toxicity - 0.7274 72.74%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9532 95.32%

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 96.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.83% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.20% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.99% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.98% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.08% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.60% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.27% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.13% 97.09%
CHEMBL2581 P07339 Cathepsin D 82.71% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.56% 91.07%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.53% 89.44%
CHEMBL5028 O14672 ADAM10 81.48% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.31% 96.77%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.08% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.23% 100.00%

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.
Foetidia africana

Cross-Links

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PubChem 21604207
LOTUS LTS0138657
wikiData Q105111142