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[(2S,4S,5R,6S,9S,12R,13R,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-16-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-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 6dd41be1-5887-4271-bfe1-6d8dada328da
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,4S,5R,6S,9S,12R,13R,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-16-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate
SMILES (Canonical) CC(C)CCCC1(C2C(CC3(C2(CCC4C3=CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)C)C(=O)O1)C)OC(=O)C)C
SMILES (Isomeric) CC(C)CCC[C@]1([C@H]2[C@H](C[C@@]3([C@@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)C)C(=O)O1)C)OC(=O)C)C
InChI InChI=1S/C37H58O9/c1-20(2)10-9-15-36(8)30-25(44-21(3)38)18-35(7)23-11-12-26-33(4,5)27(45-31-29(41)28(40)24(39)19-43-31)14-16-34(26,6)22(23)13-17-37(30,35)32(42)46-36/h11,20,22,24-31,39-41H,9-10,12-19H2,1-8H3/t22-,24+,25-,26-,27-,28-,29+,30+,31-,34+,35-,36-,37+/m0/s1
InChI Key HWYLUHPNXGHTLF-KOULCPMNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O9
Molecular Weight 646.80 g/mol
Exact Mass 646.40808342 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.08
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 7

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)-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-16-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-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 + 0.9142 91.42%
Caco-2 - 0.8253 82.53%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8850 88.50%
OATP2B1 inhibitior - 0.7245 72.45%
OATP1B1 inhibitior + 0.8377 83.77%
OATP1B3 inhibitior + 0.8884 88.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior + 0.7092 70.92%
P-glycoprotein inhibitior + 0.7942 79.42%
P-glycoprotein substrate + 0.6407 64.07%
CYP3A4 substrate + 0.7388 73.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8853 88.53%
CYP3A4 inhibition - 0.7823 78.23%
CYP2C9 inhibition - 0.7856 78.56%
CYP2C19 inhibition - 0.9311 93.11%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.9116 91.16%
CYP2C8 inhibition + 0.5774 57.74%
CYP inhibitory promiscuity - 0.9254 92.54%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4924 49.24%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9188 91.88%
Skin irritation + 0.5838 58.38%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3687 36.87%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6126 61.26%
skin sensitisation - 0.9032 90.32%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7689 76.89%
Acute Oral Toxicity (c) III 0.5638 56.38%
Estrogen receptor binding + 0.6635 66.35%
Androgen receptor binding + 0.7333 73.33%
Thyroid receptor binding - 0.5435 54.35%
Glucocorticoid receptor binding + 0.7060 70.60%
Aromatase binding + 0.6559 65.59%
PPAR gamma + 0.6576 65.76%
Honey bee toxicity - 0.7490 74.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5250 52.50%
Fish aquatic toxicity + 0.9863 98.63%

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 99.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.47% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.95% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.61% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.90% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.90% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.14% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 90.64% 94.75%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.13% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.00% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.08% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.76% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.75% 95.56%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.82% 89.67%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.71% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.68% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.08% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.07% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.96% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.19% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.18% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 81.63% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.62% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.63% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 80.26% 91.19%

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 162946828
LOTUS LTS0025182
wikiData Q105034872