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[(1R,2S,3R,4S,6R,7R,8R,9R,12S,13S)-9-acetyloxy-3-(chloromethyl)-3,12,13-trihydroxy-9,13-dimethyl-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-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 bc71765c-dbb6-426a-b4f2-b8da93bfebad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
IUPAC Name [(1R,2S,3R,4S,6R,7R,8R,9R,12S,13S)-9-acetyloxy-3-(chloromethyl)-3,12,13-trihydroxy-9,13-dimethyl-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-4-yl] acetate
SMILES (Canonical) CC(C)C1CC(C(C2C1C3C(CCC(C(CC2O3)(C)O)O)(C)OC(=O)C)(CCl)O)OC(=O)C
SMILES (Isomeric) CC(C)[C@H]1C[C@@H]([C@]([C@H]2[C@@H]1[C@@H]3[C@](CC[C@@H]([C@@](C[C@H]2O3)(C)O)O)(C)OC(=O)C)(CCl)O)OC(=O)C
InChI InChI=1S/C24H39ClO8/c1-12(2)15-9-18(31-13(3)26)24(30,11-25)20-16-10-22(5,29)17(28)7-8-23(6,33-14(4)27)21(32-16)19(15)20/h12,15-21,28-30H,7-11H2,1-6H3/t15-,16-,17+,18+,19-,20-,21-,22+,23-,24+/m1/s1
InChI Key IZLRRCOTCDWUDQ-URGNOXPSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H39ClO8
Molecular Weight 491.00 g/mol
Exact Mass 490.2333459 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4S,6R,7R,8R,9R,12S,13S)-9-acetyloxy-3-(chloromethyl)-3,12,13-trihydroxy-9,13-dimethyl-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-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 + 0.9609 96.09%
Caco-2 - 0.6784 67.84%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8248 82.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8818 88.18%
OATP1B3 inhibitior + 0.8838 88.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7042 70.42%
BSEP inhibitior + 0.6860 68.60%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5636 56.36%
CYP3A4 substrate + 0.7101 71.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8510 85.10%
CYP3A4 inhibition + 0.5117 51.17%
CYP2C9 inhibition - 0.7588 75.88%
CYP2C19 inhibition - 0.7584 75.84%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.7426 74.26%
CYP2C8 inhibition + 0.4833 48.33%
CYP inhibitory promiscuity - 0.9702 97.02%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8544 85.44%
Carcinogenicity (trinary) Non-required 0.5922 59.22%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9508 95.08%
Skin irritation - 0.5899 58.99%
Skin corrosion - 0.8817 88.17%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4899 48.99%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5396 53.96%
skin sensitisation - 0.8785 87.85%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.8859 88.59%
Acute Oral Toxicity (c) III 0.4075 40.75%
Estrogen receptor binding + 0.8073 80.73%
Androgen receptor binding + 0.6126 61.26%
Thyroid receptor binding + 0.6080 60.80%
Glucocorticoid receptor binding + 0.7114 71.14%
Aromatase binding + 0.7371 73.71%
PPAR gamma + 0.5574 55.74%
Honey bee toxicity - 0.7123 71.23%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5707 57.07%
Fish aquatic toxicity + 0.9807 98.07%

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 98.03% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.37% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.96% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.16% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 94.04% 89.05%
CHEMBL226 P30542 Adenosine A1 receptor 93.44% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.42% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.42% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.35% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.77% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.56% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 87.79% 91.19%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 87.08% 99.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.98% 92.62%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.77% 82.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.97% 97.28%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.95% 89.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.62% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.11% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.87% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.56% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.46% 98.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.07% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.04% 82.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.22% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.01% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.01% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.33% 89.00%
CHEMBL5028 O14672 ADAM10 80.35% 97.50%

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 73353796
LOTUS LTS0061473
wikiData Q105123297