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(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(3S,4R,5R,6S)-6-[[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R,22S)-2,22-dihydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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 8451299a-26f4-42bc-95df-8afd2d4a1519
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(3S,4R,5R,6S)-6-[[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R,22S)-2,22-dihydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1(CC2C34CCC5C6(CCC(C(C6CCC5(C3(CC(C2(CO4)C(C1)O)O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]45[C@]3(C[C@H]([C@@]6([C@H]4CC(C[C@@H]6O)(C)C)CO5)O)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
InChI InChI=1S/C46H76O17/c1-40(2)14-26-45(27(49)15-40)20-59-46(26)13-9-25-42(5)11-10-29(41(3,4)24(42)8-12-43(25,6)44(46,7)16-28(45)50)62-37-35(56)32(53)23(19-58-37)61-39-36(33(54)31(52)22(17-47)60-39)63-38-34(55)30(51)21(48)18-57-38/h21-39,47-56H,8-20H2,1-7H3/t21-,22-,23+,24+,25-,26-,27+,28-,29+,30+,31-,32+,33+,34-,35-,36-,37+,38+,39+,42+,43-,44+,45-,46+/m1/s1
InChI Key IPRCGTVRAZHIDK-LAIUJVSQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H76O17
Molecular Weight 901.10 g/mol
Exact Mass 900.50825095 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(3S,4R,5R,6S)-6-[[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R,22S)-2,22-dihydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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 + 0.5489 54.89%
Caco-2 - 0.8856 88.56%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6239 62.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8122 81.22%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.5741 57.41%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate - 0.5448 54.48%
CYP3A4 substrate + 0.7325 73.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8237 82.37%
CYP3A4 inhibition - 0.9474 94.74%
CYP2C9 inhibition - 0.8579 85.79%
CYP2C19 inhibition - 0.8572 85.72%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition - 0.9122 91.22%
CYP2C8 inhibition + 0.6645 66.45%
CYP inhibitory promiscuity - 0.9632 96.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6416 64.16%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.7052 70.52%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7503 75.03%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8334 83.34%
skin sensitisation - 0.9225 92.25%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.6823 68.23%
Acute Oral Toxicity (c) I 0.7071 70.71%
Estrogen receptor binding + 0.7794 77.94%
Androgen receptor binding + 0.7442 74.42%
Thyroid receptor binding - 0.5641 56.41%
Glucocorticoid receptor binding + 0.6391 63.91%
Aromatase binding + 0.6501 65.01%
PPAR gamma + 0.7600 76.00%
Honey bee toxicity - 0.5923 59.23%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8283 82.83%

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 97.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.50% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 90.67% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.83% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.47% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.45% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.86% 95.50%
CHEMBL2581 P07339 Cathepsin D 88.36% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.16% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.14% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.10% 94.45%
CHEMBL3589 P55263 Adenosine kinase 87.62% 98.05%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 87.59% 95.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.58% 92.94%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.56% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.51% 97.79%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.35% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 86.62% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.14% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 84.80% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.67% 96.61%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.38% 97.86%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.97% 95.17%
CHEMBL4302 P08183 P-glycoprotein 1 82.96% 92.98%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.40% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.30% 96.77%
CHEMBL237 P41145 Kappa opioid receptor 81.74% 98.10%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.65% 91.03%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.64% 95.83%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.01% 97.33%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.56% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.55% 97.28%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.31% 95.58%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.30% 94.33%
CHEMBL259 P32245 Melanocortin receptor 4 80.13% 95.38%

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.
There are no matching plants.

Cross-Links

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PubChem 101677471
LOTUS LTS0258625
wikiData Q105117440