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(2R,3R,4S,5S,6R)-2-[[(2S,3S,3aR,5aR,7S,9aR,9bS)-3-[(2R,5R)-2,5-dihydroxy-5-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentan-2-yl]-2-hydroxy-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-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 99160bdd-8303-4bb3-8290-8bcdc9c557e6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2S,3S,3aR,5aR,7S,9aR,9bS)-3-[(2R,5R)-2,5-dihydroxy-5-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentan-2-yl]-2-hydroxy-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC(C3C(C)(CCC(C5(CCC(O5)C(C)(C)O)C)O)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@H]2C[C@@H]([C@H]3[C@@](C)(CC[C@H]([C@]4(CC[C@H](O4)C(C)(C)O)C)O)O)O)C)(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C36H64O11/c1-31(2)21-9-13-34(6)22(33(21,5)14-11-24(31)46-30-28(42)27(41)26(40)20(18-37)45-30)17-19(38)29(34)35(7,44)15-10-23(39)36(8)16-12-25(47-36)32(3,4)43/h19-30,37-44H,9-18H2,1-8H3/t19-,20+,21-,22-,23+,24-,25-,26+,27-,28+,29+,30-,33-,34+,35+,36+/m0/s1
InChI Key KBWCXLKUIPNJBE-MAEHIZAGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H64O11
Molecular Weight 672.90 g/mol
Exact Mass 672.44486285 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 9

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-[[(2S,3S,3aR,5aR,7S,9aR,9bS)-3-[(2R,5R)-2,5-dihydroxy-5-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentan-2-yl]-2-hydroxy-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-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 + 0.6451 64.51%
Caco-2 - 0.8534 85.34%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7014 70.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8401 84.01%
OATP1B3 inhibitior + 0.9157 91.57%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.9018 90.18%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate - 0.6806 68.06%
CYP3A4 substrate + 0.7302 73.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8413 84.13%
CYP3A4 inhibition - 0.9018 90.18%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9127 91.27%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.9079 90.79%
CYP2C8 inhibition + 0.5419 54.19%
CYP inhibitory promiscuity - 0.9482 94.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6371 63.71%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9176 91.76%
Skin irritation - 0.6508 65.08%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.6648 66.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6861 68.61%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6430 64.30%
skin sensitisation - 0.9302 93.02%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7656 76.56%
Acute Oral Toxicity (c) I 0.6928 69.28%
Estrogen receptor binding + 0.6462 64.62%
Androgen receptor binding + 0.6485 64.85%
Thyroid receptor binding - 0.5914 59.14%
Glucocorticoid receptor binding + 0.6000 60.00%
Aromatase binding + 0.6529 65.29%
PPAR gamma + 0.6469 64.69%
Honey bee toxicity - 0.5511 55.11%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8434 84.34%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 97.33% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.15% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.68% 96.09%
CHEMBL237 P41145 Kappa opioid receptor 94.58% 98.10%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.24% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.25% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.02% 97.36%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.96% 100.00%
CHEMBL2581 P07339 Cathepsin D 89.76% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.89% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.67% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.66% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.66% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.22% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.79% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.52% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 84.44% 92.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.30% 97.29%
CHEMBL268 P43235 Cathepsin K 84.22% 96.85%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.21% 94.45%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.72% 82.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.65% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.64% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.27% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.10% 95.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.72% 95.58%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.68% 92.86%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.64% 98.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.59% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.51% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.05% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 81.88% 94.73%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.55% 95.71%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.43% 95.36%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.07% 97.47%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.41% 92.78%
CHEMBL4581 P52732 Kinesin-like protein 1 80.30% 93.18%

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.
Adesmia aconcaguensis

Cross-Links

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PubChem 163023680
LOTUS LTS0263727
wikiData Q105138566