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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-methyl-2-oxopentyl)-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 f06f47ca-4914-4270-b3c3-0fd55a12182d
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-methyl-2-oxopentyl)-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)CC(=O)CC(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)CC(=O)CC(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/C60H94O27/c1-24(2)17-27(63)18-59(9)49-33(80-26(4)62)19-58(8)29-11-12-35-56(5,6)36(14-15-57(35,7)28(29)13-16-60(49,58)55(74)87-59)82-53-47(38(68)31(65)22-78-53)86-54-48(85-50-40(70)37(67)30(64)21-76-50)41(71)44(25(3)79-54)83-51-42(72)45(32(66)23-77-51)84-52-43(73)46(75-10)39(69)34(20-61)81-52/h11,24-25,28,30-54,61,64-73H,12-23H2,1-10H3/t25-,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 PJJCBSONDKGLJN-ICVNUDLBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H94O27
Molecular Weight 1247.40 g/mol
Exact Mass 1246.59824772 g/mol
Topological Polar Surface Area (TPSA) 394.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.48
H-Bond Acceptor 27
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-methyl-2-oxopentyl)-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 - 0.8651 86.51%
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 + 0.7804 78.04%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9730 97.30%
P-glycoprotein inhibitior + 0.7451 74.51%
P-glycoprotein substrate + 0.7248 72.48%
CYP3A4 substrate + 0.7529 75.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8878 88.78%
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 + 0.7553 75.53%
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 - 0.8981 89.81%
Skin irritation - 0.5541 55.41%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7748 77.48%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9023 90.23%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6202 62.02%
Acute Oral Toxicity (c) III 0.5521 55.21%
Estrogen receptor binding + 0.7438 74.38%
Androgen receptor binding + 0.7552 75.52%
Thyroid receptor binding + 0.6333 63.33%
Glucocorticoid receptor binding + 0.7812 78.12%
Aromatase binding + 0.6382 63.82%
PPAR gamma + 0.8111 81.11%
Honey bee toxicity - 0.6085 60.85%
Biodegradation - 0.7500 75.00%
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 99.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.30% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 96.26% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.43% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.87% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.87% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.46% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.23% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.07% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.87% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.42% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.30% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.91% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.80% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.33% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.28% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.81% 97.28%
CHEMBL332 P03956 Matrix metalloproteinase-1 85.02% 94.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.52% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 84.28% 90.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.07% 90.08%
CHEMBL5255 O00206 Toll-like receptor 4 83.57% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.11% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.76% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.40% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.35% 91.07%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.72% 89.67%
CHEMBL226 P30542 Adenosine A1 receptor 81.68% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.13% 94.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.27% 96.00%

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 162869681
LOTUS LTS0176339
wikiData Q105209995