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[(2S,4S,5R,6S,9S,12R,13R,16S)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-6-[(E)-4-hydroxy-4-methylpent-2-enyl]-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate

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 2f28dfb8-c7e5-4bde-9c9c-e650e2bb3d4c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,4S,5R,6S,9S,12R,13R,16S)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-6-[(E)-4-hydroxy-4-methylpent-2-enyl]-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C3=CCC4C(C(CCC4(C3CCC25C1C(OC5=O)(C)CC=CC(C)(C)O)C)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)OC9C(C(C(C(O9)CO)O)OC)O)O)O)O)(C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@]2(C3=CCC4[C@@]([C@H]3CC[C@]25[C@H]1[C@](OC5=O)(C)C/C=C/C(C)(C)O)(CC[C@@H](C4(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)OC)O)O)O)O)C)C
InChI InChI=1S/C55H86O24/c1-24(58)72-29-19-53(7)26-11-12-32-51(4,5)33(14-17-52(32,6)25(26)13-18-55(53)44(29)54(8,79-49(55)67)16-10-15-50(2,3)68)75-48-43(34(61)27(59)22-71-48)78-46-37(64)36(63)41(31(21-57)74-46)77-45-38(65)40(28(60)23-70-45)76-47-39(66)42(69-9)35(62)30(20-56)73-47/h10-11,15,25,27-48,56-57,59-66,68H,12-14,16-23H2,1-9H3/b15-10+/t25-,27+,28+,29-,30+,31+,32?,33-,34-,35+,36+,37+,38+,39+,40-,41+,42-,43+,44+,45-,46-,47-,48-,52+,53-,54-,55+/m0/s1
InChI Key NWFUMERWGFPBGP-FDEMESITSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C55H86O24
Molecular Weight 1131.30 g/mol
Exact Mass 1130.55090361 g/mol
Topological Polar Surface Area (TPSA) 358.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.26
H-Bond Acceptor 24
H-Bond Donor 11
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4S,5R,6S,9S,12R,13R,16S)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-6-[(E)-4-hydroxy-4-methylpent-2-enyl]-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8368 83.68%
Caco-2 - 0.8691 86.91%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8494 84.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7927 79.27%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9701 97.01%
P-glycoprotein inhibitior + 0.7451 74.51%
P-glycoprotein substrate + 0.6804 68.04%
CYP3A4 substrate + 0.7545 75.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8889 88.89%
CYP3A4 inhibition - 0.8339 83.39%
CYP2C9 inhibition - 0.8434 84.34%
CYP2C19 inhibition - 0.9102 91.02%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.9134 91.34%
CYP2C8 inhibition + 0.7778 77.78%
CYP inhibitory promiscuity - 0.9550 95.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4615 46.15%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.5541 55.41%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7774 77.74%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9023 90.23%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7266 72.66%
Acute Oral Toxicity (c) III 0.5521 55.21%
Estrogen receptor binding + 0.7618 76.18%
Androgen receptor binding + 0.7534 75.34%
Thyroid receptor binding + 0.6643 66.43%
Glucocorticoid receptor binding + 0.7971 79.71%
Aromatase binding + 0.6236 62.36%
PPAR gamma + 0.8191 81.91%
Honey bee toxicity - 0.6238 62.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9433 94.33%

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 99.38% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.37% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.74% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 95.82% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.42% 96.77%
CHEMBL2581 P07339 Cathepsin D 94.27% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 92.75% 97.28%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.45% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.84% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.74% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.34% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.60% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.07% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.81% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.39% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.39% 89.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.96% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.47% 85.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.32% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 85.29% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.03% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.67% 94.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.55% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.11% 100.00%
CHEMBL5028 O14672 ADAM10 83.80% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.59% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.49% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.16% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.98% 97.36%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.85% 91.03%
CHEMBL340 P08684 Cytochrome P450 3A4 81.82% 91.19%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.66% 97.29%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.39% 94.08%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.70% 92.88%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.02% 96.61%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102504927
LOTUS LTS0195065
wikiData Q105186590