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[(2S,4S,5R,6S,9S,12R,13R,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4S,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-4-hydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-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 2a0dcfcc-1662-4a3e-84e8-1db12b1906f7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,4S,5R,6S,9S,12R,13R,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4S,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-4-hydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC67C(C(CC6(C5=CCC4C3(C)C)C)OC(=O)C)C(OC7=O)(C)CCCC(=C)C)C)O)O)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(C(C(O1)CO)O)OC)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]67[C@H]([C@H](C[C@]6(C5=CC[C@H]4C3(C)C)C)OC(=O)C)[C@](OC7=O)(C)CCCC(=C)C)C)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)OC)O)O
InChI InChI=1S/C60H94O26/c1-25(2)12-11-17-59(9)49-33(79-27(4)62)20-58(8)29-13-14-35-56(5,6)36(16-18-57(35,7)28(29)15-19-60(49,58)55(73)86-59)81-53-47(38(67)31(64)23-77-53)85-54-48(84-50-40(69)37(66)30(63)22-75-50)41(70)44(26(3)78-54)82-51-42(71)45(32(65)24-76-51)83-52-43(72)46(74-10)39(68)34(21-61)80-52/h13,26,28,30-54,61,63-72H,1,11-12,14-24H2,2-10H3/t26-,28+,30-,31-,32-,33+,34-,35+,36+,37+,38+,39-,40-,41+,42-,43-,44-,45+,46+,47-,48-,49-,50+,51+,52+,53+,54+,57-,58+,59+,60-/m1/s1
InChI Key JCVAHBTVGCDSIP-OODLJGCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H94O26
Molecular Weight 1231.40 g/mol
Exact Mass 1230.60333310 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.74
H-Bond Acceptor 26
H-Bond Donor 11
Rotatable Bonds 17

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,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4S,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-4-hydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-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 + 0.8191 81.91%
Caco-2 - 0.8659 86.59%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8299 82.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7712 77.12%
OATP1B3 inhibitior + 0.8733 87.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9621 96.21%
P-glycoprotein inhibitior + 0.7452 74.52%
P-glycoprotein substrate + 0.7179 71.79%
CYP3A4 substrate + 0.7556 75.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.7711 77.11%
CYP2C9 inhibition - 0.8229 82.29%
CYP2C19 inhibition - 0.8844 88.44%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7780 77.80%
CYP inhibitory promiscuity - 0.9556 95.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4942 49.42%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.5384 53.84%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7796 77.96%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6877 68.77%
Acute Oral Toxicity (c) III 0.5726 57.26%
Estrogen receptor binding + 0.7474 74.74%
Androgen receptor binding + 0.7485 74.85%
Thyroid receptor binding + 0.6473 64.73%
Glucocorticoid receptor binding + 0.7873 78.73%
Aromatase binding + 0.6475 64.75%
PPAR gamma + 0.8163 81.63%
Honey bee toxicity - 0.6260 62.60%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9704 97.04%

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 99.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.13% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 94.44% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.86% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.56% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.91% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.47% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.24% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.75% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.74% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 87.39% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.10% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.08% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.97% 97.09%
CHEMBL332 P03956 Matrix metalloproteinase-1 85.00% 94.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.97% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.79% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.71% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.03% 97.28%
CHEMBL226 P30542 Adenosine A1 receptor 83.25% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.92% 91.24%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.49% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.86% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.82% 97.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.34% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.29% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.55% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.29% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.18% 94.33%

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.
Micromeles japonica

Cross-Links

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PubChem 163006158
LOTUS LTS0106361
wikiData Q105125144