PlantaeDB Logo
Login Sign-up

methyl (1R,2R,5R,7S,8R,9S,10R,11S,12S)-7-fluoro-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylate

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 9f945fba-4407-4ab4-aa3a-a22796070364
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1R,2R,5R,7S,8R,9S,10R,11S,12S)-7-fluoro-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylate
SMILES (Canonical) CC12C(CCC3(C1C(C45C3CCC(C4)C(=C)C5F)C(=O)OC)OC2=O)O
SMILES (Isomeric) C[C@@]12[C@H](CC[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@H](C4)C(=C)[C@@H]5F)C(=O)OC)OC2=O)O
InChI InChI=1S/C20H25FO5/c1-9-10-4-5-11-19(8-10,15(9)21)13(16(23)25-3)14-18(2)12(22)6-7-20(11,14)26-17(18)24/h10-15,22H,1,4-8H2,2-3H3/t10-,11-,12+,13-,14-,15+,18-,19-,20-/m1/s1
InChI Key IAIGXJKNILCTLY-NOKYZJAZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H25FO5
Molecular Weight 364.40 g/mol
Exact Mass 364.16860206 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1R,2R,5R,7S,8R,9S,10R,11S,12S)-7-fluoro-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 + 0.5842 58.42%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6665 66.65%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.9213 92.13%
OATP1B3 inhibitior + 0.9266 92.66%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.8700 87.00%
P-glycoprotein inhibitior - 0.7851 78.51%
P-glycoprotein substrate - 0.5598 55.98%
CYP3A4 substrate + 0.6821 68.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8482 84.82%
CYP3A4 inhibition - 0.8683 86.83%
CYP2C9 inhibition - 0.7531 75.31%
CYP2C19 inhibition - 0.8489 84.89%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.7346 73.46%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9489 94.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9151 91.51%
Carcinogenicity (trinary) Non-required 0.5058 50.58%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.9492 94.92%
Skin irritation - 0.6468 64.68%
Skin corrosion - 0.9127 91.27%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5919 59.19%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.7988 79.88%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.7634 76.34%
Acute Oral Toxicity (c) III 0.3886 38.86%
Estrogen receptor binding + 0.8098 80.98%
Androgen receptor binding + 0.6572 65.72%
Thyroid receptor binding + 0.7319 73.19%
Glucocorticoid receptor binding + 0.7462 74.62%
Aromatase binding + 0.6774 67.74%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7855 78.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9955 99.55%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.93% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.97% 91.11%
CHEMBL1871 P10275 Androgen Receptor 87.97% 96.43%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.24% 97.53%
CHEMBL1937 Q92769 Histone deacetylase 2 86.96% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.66% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.65% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.46% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.87% 94.80%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.23% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.75% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.58% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.40% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.12% 97.28%
CHEMBL4530 P00488 Coagulation factor XIII 83.05% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.93% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.57% 96.09%
CHEMBL5028 O14672 ADAM10 82.54% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.33% 91.07%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.14% 94.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.62% 96.00%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.57% 96.33%
CHEMBL2581 P07339 Cathepsin D 81.53% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.15% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.67% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.48% 100.00%

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 163015306
LOTUS LTS0049868
wikiData Q105036120