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(2S,3S,4R,5R,6R)-6-[[(2R,3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-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 1ac2a0e3-4158-41ea-82f9-247fabb5e43a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4R,5R,6R)-6-[[(2R,3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-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) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@H]([C@H](C3(C)C)O[C@H]7[C@@H]([C@@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)O)C
InChI InChI=1S/C42H66O15/c1-37(2)12-14-42(36(53)57-34-29(49)26(46)25(45)22(18-43)54-34)15-13-40(6)19(20(42)16-37)8-9-24-39(5)17-21(44)32(38(3,4)23(39)10-11-41(24,40)7)56-35-30(50)27(47)28(48)31(55-35)33(51)52/h8,20-32,34-35,43-50H,9-18H2,1-7H3,(H,51,52)/t20-,21+,22+,23-,24+,25+,26-,27+,28-,29+,30+,31-,32+,34-,35-,39-,40+,41+,42-/m0/s1
InChI Key GZNCPAASLBFTKY-RHIZMNDLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 14
H-Bond Donor 9
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-[[(2R,3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-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 + 0.8283 82.83%
Caco-2 - 0.8809 88.09%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8738 87.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7954 79.54%
OATP1B3 inhibitior - 0.4240 42.40%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior - 0.4556 45.56%
P-glycoprotein inhibitior + 0.7576 75.76%
P-glycoprotein substrate - 0.7704 77.04%
CYP3A4 substrate + 0.6982 69.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.7325 73.25%
CYP2C9 inhibition - 0.8442 84.42%
CYP2C19 inhibition - 0.9307 93.07%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.6937 69.37%
CYP inhibitory promiscuity - 0.9622 96.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6162 61.62%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.5231 52.31%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6779 67.79%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.9055 90.55%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8135 81.35%
Acute Oral Toxicity (c) III 0.7819 78.19%
Estrogen receptor binding + 0.7175 71.75%
Androgen receptor binding + 0.7335 73.35%
Thyroid receptor binding - 0.5848 58.48%
Glucocorticoid receptor binding + 0.7003 70.03%
Aromatase binding + 0.6411 64.11%
PPAR gamma + 0.7532 75.32%
Honey bee toxicity - 0.7274 72.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6655 66.55%
Fish aquatic toxicity + 0.9670 96.70%

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.47% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.40% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.36% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.04% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.61% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.44% 93.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.23% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.73% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.67% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.30% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.96% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.15% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.12% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.98% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.32% 91.07%

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.
Galium rivale

Cross-Links

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PubChem 163027948
LOTUS LTS0222619
wikiData Q105024470