[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl] (1R,2R,4aS,6aS,6aS,6bR,8aR,9R,10S,12S,12aR,14bS)-1,10,12-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

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Internal ID 898c37af-7b9a-4641-a0c5-7df1f6aef8e1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl] (1R,2R,4aS,6aS,6aS,6bR,8aR,9R,10S,12S,12aR,14bS)-1,10,12-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(C(CC(C5(C)CO)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(CO6)O)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([C@H](C[C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O
InChI InChI=1S/C35H56O10/c1-18-9-12-35(29(42)45-28-26(41)25(40)20(37)16-44-28)14-13-31(3)19(27(35)34(18,6)43)7-8-22-32(31,4)11-10-21-30(2,17-36)23(38)15-24(39)33(21,22)5/h7,18,20-28,36-41,43H,8-17H2,1-6H3/t18-,20-,21+,22+,23+,24+,25+,26-,27-,28+,30+,31-,32-,33+,34-,35+/m1/s1
InChI Key QCSVCLHHOHCALH-MOKREIDFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O10
Molecular Weight 636.80 g/mol
Exact Mass 636.38734798 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl] (1R,2R,4aS,6aS,6aS,6bR,8aR,9R,10S,12S,12aR,14bS)-1,10,12-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7816 78.16%
Caco-2 - 0.8161 81.61%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8204 82.04%
OATP2B1 inhibitior - 0.5791 57.91%
OATP1B1 inhibitior + 0.8471 84.71%
OATP1B3 inhibitior - 0.3793 37.93%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.4753 47.53%
P-glycoprotein inhibitior + 0.6718 67.18%
P-glycoprotein substrate + 0.5312 53.12%
CYP3A4 substrate + 0.7246 72.46%
CYP2C9 substrate - 0.7922 79.22%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition - 0.8962 89.62%
CYP2C9 inhibition - 0.9176 91.76%
CYP2C19 inhibition - 0.8899 88.99%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.8393 83.93%
CYP2C8 inhibition + 0.6474 64.74%
CYP inhibitory promiscuity - 0.9592 95.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6960 69.60%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9245 92.45%
Skin irritation - 0.5684 56.84%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6474 64.74%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7124 71.24%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8220 82.20%
Acute Oral Toxicity (c) III 0.7112 71.12%
Estrogen receptor binding + 0.6293 62.93%
Androgen receptor binding + 0.7401 74.01%
Thyroid receptor binding - 0.5381 53.81%
Glucocorticoid receptor binding + 0.6927 69.27%
Aromatase binding + 0.6475 64.75%
PPAR gamma + 0.6482 64.82%
Honey bee toxicity - 0.7494 74.94%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9323 93.23%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.04% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.69% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.48% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.31% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.03% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.98% 82.69%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.79% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.42% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.92% 95.17%
CHEMBL226 P30542 Adenosine A1 receptor 87.66% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.66% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.42% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.79% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.41% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.34% 86.92%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.93% 96.90%
CHEMBL5028 O14672 ADAM10 81.28% 97.50%

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.
Centipeda minima

Cross-Links

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PubChem 163070453
LOTUS LTS0033242
wikiData Q105218555