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[(1R,2S,4S,5S,6S,7R,9S,10S,12R,13S,17S,18S)-5-acetyl-17-ethyl-4,7-dihydroxy-1,13,17-trimethyl-10-pentacyclo[10.8.0.02,9.06,9.013,18]icosanyl] 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 d1ab85f1-e942-4587-9ae2-e9144bc9a15b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(1R,2S,4S,5S,6S,7R,9S,10S,12R,13S,17S,18S)-5-acetyl-17-ethyl-4,7-dihydroxy-1,13,17-trimethyl-10-pentacyclo[10.8.0.02,9.06,9.013,18]icosanyl] acetate
SMILES (Canonical) CCC1(CCCC2(C1CCC3(C2CC(C45C3CC(C(C4C(C5)O)C(=O)C)O)OC(=O)C)C)C)C
SMILES (Isomeric) CC[C@]1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2C[C@@H]([C@@]45[C@H]3C[C@@H]([C@H]([C@@H]4[C@@H](C5)O)C(=O)C)O)OC(=O)C)C)C)C
InChI InChI=1S/C29H46O5/c1-7-26(4)10-8-11-27(5)20(26)9-12-28(6)21(27)14-23(34-17(3)31)29-15-19(33)25(29)24(16(2)30)18(32)13-22(28)29/h18-25,32-33H,7-15H2,1-6H3/t18-,19+,20-,21+,22-,23-,24+,25-,26-,27-,28+,29+/m0/s1
InChI Key OCHMDQNZOSHMRJ-XZTBELHTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O5
Molecular Weight 474.70 g/mol
Exact Mass 474.33452456 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4S,5S,6S,7R,9S,10S,12R,13S,17S,18S)-5-acetyl-17-ethyl-4,7-dihydroxy-1,13,17-trimethyl-10-pentacyclo[10.8.0.02,9.06,9.013,18]icosanyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9815 98.15%
Caco-2 - 0.6460 64.60%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7276 72.76%
OATP2B1 inhibitior - 0.7156 71.56%
OATP1B1 inhibitior + 0.8655 86.55%
OATP1B3 inhibitior + 0.9328 93.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5895 58.95%
P-glycoprotein inhibitior - 0.5626 56.26%
P-glycoprotein substrate - 0.6027 60.27%
CYP3A4 substrate + 0.7015 70.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8277 82.77%
CYP3A4 inhibition + 0.5113 51.13%
CYP2C9 inhibition - 0.9067 90.67%
CYP2C19 inhibition - 0.9069 90.69%
CYP2D6 inhibition - 0.9463 94.63%
CYP1A2 inhibition - 0.8619 86.19%
CYP2C8 inhibition + 0.4506 45.06%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6825 68.25%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9292 92.92%
Skin irritation + 0.5486 54.86%
Skin corrosion - 0.9215 92.15%
Ames mutagenesis - 0.8123 81.23%
Human Ether-a-go-go-Related Gene inhibition - 0.5796 57.96%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7101 71.01%
skin sensitisation - 0.8699 86.99%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8328 83.28%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6607 66.07%
Acute Oral Toxicity (c) III 0.4770 47.70%
Estrogen receptor binding + 0.7908 79.08%
Androgen receptor binding + 0.6621 66.21%
Thyroid receptor binding - 0.5280 52.80%
Glucocorticoid receptor binding + 0.6902 69.02%
Aromatase binding + 0.6922 69.22%
PPAR gamma + 0.6940 69.40%
Honey bee toxicity - 0.7549 75.49%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9913 99.13%

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 98.43% 96.09%
CHEMBL237 P41145 Kappa opioid receptor 92.81% 98.10%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.72% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.23% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.86% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.34% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.92% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.44% 91.11%
CHEMBL2581 P07339 Cathepsin D 87.76% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.43% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.36% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.27% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 86.05% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.02% 89.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.23% 96.95%
CHEMBL5255 O00206 Toll-like receptor 4 84.01% 92.50%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 83.86% 88.81%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.76% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.24% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.11% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.98% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.41% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.05% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.77% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.66% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.50% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.43% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.42% 100.00%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 80.07% 90.48%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.04% 85.14%

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 162919322
LOTUS LTS0088944
wikiData Q105189375