PlantaeDB Logo
Login Sign-up

[(1S,2S,7R,8S,9Z,12S,13S,14R,15S,16S,17R)-2,12,14,16-tetraacetyloxy-8-chloro-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-3,9-dien-15-yl] (2R)-2-methylbutanoate

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 5c666f6c-365f-4f40-9f65-b80fcaf31ceb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,7R,8S,9Z,12S,13S,14R,15S,16S,17R)-2,12,14,16-tetraacetyloxy-8-chloro-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-3,9-dien-15-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C(C2C(C3=C(C(=O)OC3C(C(=CCC(C2(C1OC(=O)C)C)OC(=O)C)C)Cl)C)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@H]([C@@H]([C@@H]2[C@@H](C3=C(C(=O)O[C@H]3[C@H](/C(=C\C[C@@H]([C@]2([C@H]1OC(=O)C)C)OC(=O)C)/C)Cl)C)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C33H45ClO12/c1-11-14(2)31(39)46-29-26(42-19(7)36)17(5)24-27(43-20(8)37)23-16(4)32(40)45-28(23)25(34)15(3)12-13-22(41-18(6)35)33(24,10)30(29)44-21(9)38/h12,14,17,22,24-30H,11,13H2,1-10H3/b15-12-/t14-,17-,22+,24-,25+,26+,27-,28-,29+,30+,33-/m1/s1
InChI Key HFCABRVNWXZMBJ-OALBFYRZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H45ClO12
Molecular Weight 669.20 g/mol
Exact Mass 668.2599546 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.14
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2S,7R,8S,9Z,12S,13S,14R,15S,16S,17R)-2,12,14,16-tetraacetyloxy-8-chloro-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-3,9-dien-15-yl] (2R)-2-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 - 0.7427 74.27%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5113 51.13%
OATP2B1 inhibitior - 0.7206 72.06%
OATP1B1 inhibitior + 0.7809 78.09%
OATP1B3 inhibitior + 0.8312 83.12%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9825 98.25%
P-glycoprotein inhibitior + 0.8673 86.73%
P-glycoprotein substrate + 0.5421 54.21%
CYP3A4 substrate + 0.6796 67.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9077 90.77%
CYP3A4 inhibition - 0.5616 56.16%
CYP2C9 inhibition - 0.8204 82.04%
CYP2C19 inhibition - 0.7465 74.65%
CYP2D6 inhibition - 0.9162 91.62%
CYP1A2 inhibition - 0.7002 70.02%
CYP2C8 inhibition + 0.5192 51.92%
CYP inhibitory promiscuity - 0.5785 57.85%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8163 81.63%
Carcinogenicity (trinary) Danger 0.4173 41.73%
Eye corrosion - 0.9782 97.82%
Eye irritation - 0.9064 90.64%
Skin irritation - 0.5722 57.22%
Skin corrosion - 0.8574 85.74%
Ames mutagenesis - 0.6601 66.01%
Human Ether-a-go-go-Related Gene inhibition - 0.4417 44.17%
Micronuclear - 0.6941 69.41%
Hepatotoxicity + 0.6764 67.64%
skin sensitisation - 0.7152 71.52%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7793 77.93%
Acute Oral Toxicity (c) III 0.5452 54.52%
Estrogen receptor binding + 0.8144 81.44%
Androgen receptor binding + 0.6992 69.92%
Thyroid receptor binding + 0.5720 57.20%
Glucocorticoid receptor binding + 0.7993 79.93%
Aromatase binding + 0.6537 65.37%
PPAR gamma + 0.7495 74.95%
Honey bee toxicity - 0.6619 66.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9945 99.45%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.00% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.64% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.57% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.03% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.61% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.71% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.04% 86.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.90% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.87% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.27% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 87.21% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.12% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.51% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.15% 96.77%
CHEMBL230 P35354 Cyclooxygenase-2 82.33% 89.63%
CHEMBL340 P08684 Cytochrome P450 3A4 82.05% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.50% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.33% 95.50%
CHEMBL3045 P05771 Protein kinase C beta 80.84% 97.63%
CHEMBL5255 O00206 Toll-like receptor 4 80.65% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.01% 96.61%

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 163104258
LOTUS LTS0167274
wikiData Q105027227