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[(1R,2R,4S,5R,8S,10S,13R,14R,17S,18S,20R,22R)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyoxan-2-yl]oxy-20-formyl-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-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 146acc2c-61d3-4f90-9fdd-984a86fb62a5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,2R,4S,5R,8S,10S,13R,14R,17S,18S,20R,22R)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyoxan-2-yl]oxy-20-formyl-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(CC2C13COC24CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)OC1C(C(C(C(O1)CO)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)(C)C=O
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@](C[C@H]2[C@]13CO[C@@]24CC[C@@H]5[C@]6(CC[C@@H](C([C@H]6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)(C)C=O
InChI InChI=1S/C60H96O29/c1-24(65)81-35-16-55(4,22-64)14-32-59(35)23-80-60(32)13-9-31-56(5)11-10-34(54(2,3)30(56)8-12-57(31,6)58(60,7)15-33(59)67)86-52-47(89-51-45(77)42(74)46(28(19-63)84-51)87-50-44(76)40(72)37(69)26(17-61)82-50)39(71)29(21-79-52)85-53-48(41(73)38(70)27(18-62)83-53)88-49-43(75)36(68)25(66)20-78-49/h22,25-53,61-63,66-77H,8-21,23H2,1-7H3/t25-,26-,27-,28-,29+,30-,31-,32+,33-,34+,35-,36+,37-,38-,39+,40+,41+,42-,43-,44-,45-,46-,47-,48-,49+,50+,51+,52+,53+,55-,56+,57-,58+,59+,60+/m1/s1
InChI Key DVBNHNSXAJHMMO-ASVYOLHZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H96O29
Molecular Weight 1281.40 g/mol
Exact Mass 1280.60372702 g/mol
Topological Polar Surface Area (TPSA) 448.00 Ų
XlogP -3.60
Atomic LogP (AlogP) -4.53
H-Bond Acceptor 29
H-Bond Donor 15
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4S,5R,8S,10S,13R,14R,17S,18S,20R,22R)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyoxan-2-yl]oxy-20-formyl-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-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 + 0.5933 59.33%
Caco-2 - 0.8710 87.10%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7570 75.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7739 77.39%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9372 93.72%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.5950 59.50%
CYP3A4 substrate + 0.7511 75.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.8655 86.55%
CYP2C9 inhibition - 0.8436 84.36%
CYP2C19 inhibition - 0.8707 87.07%
CYP2D6 inhibition - 0.9573 95.73%
CYP1A2 inhibition - 0.9226 92.26%
CYP2C8 inhibition + 0.7509 75.09%
CYP inhibitory promiscuity - 0.9754 97.54%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6428 64.28%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.6695 66.95%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8034 80.34%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8300 83.00%
skin sensitisation - 0.9294 92.94%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7007 70.07%
Acute Oral Toxicity (c) I 0.5879 58.79%
Estrogen receptor binding + 0.7811 78.11%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.6063 60.63%
Glucocorticoid receptor binding + 0.7551 75.51%
Aromatase binding + 0.6438 64.38%
PPAR gamma + 0.7872 78.72%
Honey bee toxicity - 0.5636 56.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9117 91.17%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.34% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.68% 91.24%
CHEMBL2581 P07339 Cathepsin D 91.85% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.26% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.59% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.40% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.28% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 86.27% 98.10%
CHEMBL5028 O14672 ADAM10 86.18% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.90% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.65% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 85.51% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.48% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 85.42% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.10% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.88% 98.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.64% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.48% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.30% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.67% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.64% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.21% 97.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.97% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.51% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.07% 95.89%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.31% 97.47%
CHEMBL325 Q13547 Histone deacetylase 1 81.09% 95.92%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.62% 82.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.45% 93.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.31% 89.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.23% 99.17%

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.
Androsace umbellata

Cross-Links

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PubChem 162850378
LOTUS LTS0258563
wikiData Q104989788