PlantaeDB Logo
Login Sign-up

[(1R,2R,4R,5S,6R,7R,8R,9R,12S,13S)-5-acetyloxy-4,12,13-trihydroxy-9,13-dimethyl-3-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

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

Top
Internal ID 1cb5a91f-d09c-41c9-877e-c6ae41f5af03
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
IUPAC Name [(1R,2R,4R,5S,6R,7R,8R,9R,12S,13S)-5-acetyloxy-4,12,13-trihydroxy-9,13-dimethyl-3-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1(CCC(C(CC2C3C(C1O2)C(C(C(C3=C)O)OC(=O)C)C(C)C)(C)O)O)C
SMILES (Isomeric) CCCC(=O)O[C@@]1(CC[C@@H]([C@@](C[C@@H]2[C@@H]3[C@H]([C@H]1O2)[C@H]([C@@H]([C@@H](C3=C)O)OC(=O)C)C(C)C)(C)O)O)C
InChI InChI=1S/C26H42O8/c1-8-9-18(29)34-26(7)11-10-17(28)25(6,31)12-16-20-14(4)22(30)23(32-15(5)27)19(13(2)3)21(20)24(26)33-16/h13,16-17,19-24,28,30-31H,4,8-12H2,1-3,5-7H3/t16-,17+,19-,20-,21-,22-,23+,24-,25+,26-/m1/s1
InChI Key QMGXMNOTQRBWAE-WOPKHISJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C26H42O8
Molecular Weight 482.60 g/mol
Exact Mass 482.28796829 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.52
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,4R,5S,6R,7R,8R,9R,12S,13S)-5-acetyloxy-4,12,13-trihydroxy-9,13-dimethyl-3-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.7509 75.09%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7469 74.69%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8318 83.18%
OATP1B3 inhibitior + 0.8396 83.96%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6164 61.64%
P-glycoprotein inhibitior - 0.5367 53.67%
P-glycoprotein substrate + 0.5970 59.70%
CYP3A4 substrate + 0.6888 68.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8597 85.97%
CYP3A4 inhibition + 0.8193 81.93%
CYP2C9 inhibition + 0.5099 50.99%
CYP2C19 inhibition - 0.5140 51.40%
CYP2D6 inhibition - 0.9265 92.65%
CYP1A2 inhibition - 0.6125 61.25%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8696 86.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9199 91.99%
Skin irritation + 0.5767 57.67%
Skin corrosion - 0.9194 91.94%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5996 59.96%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5736 57.36%
skin sensitisation - 0.8189 81.89%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6406 64.06%
Acute Oral Toxicity (c) III 0.3011 30.11%
Estrogen receptor binding + 0.7674 76.74%
Androgen receptor binding + 0.5500 55.00%
Thyroid receptor binding + 0.5575 55.75%
Glucocorticoid receptor binding + 0.6842 68.42%
Aromatase binding + 0.6874 68.74%
PPAR gamma + 0.5594 55.94%
Honey bee toxicity - 0.8125 81.25%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9969 99.69%

Targets

Top

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 97.84% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.77% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.06% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.38% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.52% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.62% 85.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 93.54% 82.50%
CHEMBL2581 P07339 Cathepsin D 92.26% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.29% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.95% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.91% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.73% 92.62%
CHEMBL1871 P10275 Androgen Receptor 89.30% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.25% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.95% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.04% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.63% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.12% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.66% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 85.05% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.65% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.58% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.47% 92.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.67% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.50% 94.33%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 80.46% 99.00%
CHEMBL255 P29275 Adenosine A2b receptor 80.33% 98.59%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.24% 97.14%

Plants that contains it

Top
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

Top
PubChem 73353797
LOTUS LTS0275685
wikiData Q105223972