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(2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13R,17R)-17-[(1R,2R,4R,5R,6S,8R,11S)-1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 4b71cf71-0b5a-4985-9949-d321c75d4170
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13R,17R)-17-[(1R,2R,4R,5R,6S,8R,11S)-1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1COC2(C1(C3C(O2)C(C(O3)O)C4CC=C5C4(CCC6=C5CCC7C6(CCC(C7)OC8C(C(C(C(O8)CO)O)O)O)C)C)O)C
SMILES (Isomeric) C[C@H]1CO[C@]2([C@@]1([C@H]3[C@@H](O2)[C@H]([C@@H](O3)O)[C@H]4CC=C5[C@@]4(CCC6=C5CC[C@@H]7[C@@]6(CC[C@@H](C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O)C
InChI InChI=1S/C35H52O11/c1-16-15-42-34(4)35(16,41)29-28(46-34)24(30(40)45-29)22-8-7-20-19-6-5-17-13-18(9-11-32(17,2)21(19)10-12-33(20,22)3)43-31-27(39)26(38)25(37)23(14-36)44-31/h7,16-18,22-31,36-41H,5-6,8-15H2,1-4H3/t16-,17-,18-,22+,23+,24+,25+,26-,27+,28-,29+,30+,31+,32-,33-,34+,35+/m0/s1
InChI Key OTWGKGBPRIEZGL-VRXKDXKRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H52O11
Molecular Weight 648.80 g/mol
Exact Mass 648.35096247 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13R,17R)-17-[(1R,2R,4R,5R,6S,8R,11S)-1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7814 78.14%
Caco-2 - 0.8478 84.78%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8016 80.16%
OATP2B1 inhibitior - 0.7251 72.51%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior + 0.8903 89.03%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6624 66.24%
P-glycoprotein inhibitior + 0.6978 69.78%
P-glycoprotein substrate + 0.5937 59.37%
CYP3A4 substrate + 0.7283 72.83%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8523 85.23%
CYP3A4 inhibition - 0.9325 93.25%
CYP2C9 inhibition - 0.9056 90.56%
CYP2C19 inhibition - 0.9096 90.96%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8942 89.42%
CYP2C8 inhibition + 0.7270 72.70%
CYP inhibitory promiscuity - 0.8308 83.08%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5393 53.93%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9278 92.78%
Skin irritation - 0.6015 60.15%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.6979 69.79%
Human Ether-a-go-go-Related Gene inhibition - 0.3913 39.13%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5737 57.37%
skin sensitisation - 0.9273 92.73%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6834 68.34%
Acute Oral Toxicity (c) I 0.6643 66.43%
Estrogen receptor binding + 0.7252 72.52%
Androgen receptor binding + 0.7457 74.57%
Thyroid receptor binding - 0.5867 58.67%
Glucocorticoid receptor binding + 0.6564 65.64%
Aromatase binding + 0.6762 67.62%
PPAR gamma + 0.6084 60.84%
Honey bee toxicity - 0.6491 64.91%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9555 95.55%

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 98.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.94% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.74% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.66% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.62% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.47% 94.45%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.85% 94.23%
CHEMBL1951 P21397 Monoamine oxidase A 91.65% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.00% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.64% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.80% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.46% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.66% 96.61%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 86.59% 94.97%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.99% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 85.12% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.25% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.75% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.74% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.08% 94.08%
CHEMBL1937 Q92769 Histone deacetylase 2 82.91% 94.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.48% 94.62%
CHEMBL1914 P06276 Butyrylcholinesterase 82.46% 95.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.23% 95.93%
CHEMBL1871 P10275 Androgen Receptor 81.21% 96.43%
CHEMBL259 P32245 Melanocortin receptor 4 80.66% 95.38%

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.
Baccharoides adoensis

Cross-Links

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PubChem 162895093
LOTUS LTS0248895
wikiData Q105199883