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[(1S,2R,3S,4S,7S,8S,12R,13S,14S,15R,16S,17S)-2,12,14,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-15-yl] (2S)-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

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Internal ID ff01d1da-88ef-479c-af03-7f6c7f99b8ec
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,3S,4S,7S,8S,12R,13S,14S,15R,16S,17S)-2,12,14,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-15-yl] (2S)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H45ClO14/c1-10-14(2)29(39)47-23-26(44-18(6)36)31(9)21(43-17(5)35)12-11-15(3)22(34)25-33(41,16(4)30(40)48-25)28(46-20(8)38)24(31)32(13-42-32)27(23)45-19(7)37/h14,16,21-28,41H,3,10-13H2,1-2,4-9H3/t14-,16+,21+,22-,23+,24+,25+,26+,27-,28+,31+,32+,33+/m0/s1
InChI Key OJVGXQLUNKMDNO-FXMYHNOSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H45ClO14
Molecular Weight 701.20 g/mol
Exact Mass 700.2497838 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,4S,7S,8S,12R,13S,14S,15R,16S,17S)-2,12,14,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-15-yl] (2S)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9904 99.04%
Caco-2 - 0.8180 81.80%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6260 62.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior + 0.8461 84.61%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9438 94.38%
P-glycoprotein inhibitior + 0.8044 80.44%
P-glycoprotein substrate + 0.5394 53.94%
CYP3A4 substrate + 0.6943 69.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.6588 65.88%
CYP2C9 inhibition - 0.7451 74.51%
CYP2C19 inhibition - 0.7889 78.89%
CYP2D6 inhibition - 0.8931 89.31%
CYP1A2 inhibition - 0.7265 72.65%
CYP2C8 inhibition + 0.5876 58.76%
CYP inhibitory promiscuity - 0.8363 83.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8682 86.82%
Carcinogenicity (trinary) Danger 0.4196 41.96%
Eye corrosion - 0.9815 98.15%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.5799 57.99%
Skin corrosion - 0.8645 86.45%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4342 43.42%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5485 54.85%
skin sensitisation - 0.7970 79.70%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4758 47.58%
Acute Oral Toxicity (c) III 0.5863 58.63%
Estrogen receptor binding + 0.7603 76.03%
Androgen receptor binding + 0.6884 68.84%
Thyroid receptor binding + 0.5468 54.68%
Glucocorticoid receptor binding + 0.7335 73.35%
Aromatase binding + 0.6836 68.36%
PPAR gamma + 0.7244 72.44%
Honey bee toxicity - 0.6782 67.82%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9900 99.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.68% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.44% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.17% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.55% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.78% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.10% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.84% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.24% 92.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.04% 98.75%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.51% 89.34%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.28% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.92% 96.77%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.66% 89.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.58% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.42% 95.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.40% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.32% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.63% 95.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.38% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.90% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.51% 94.80%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.50% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.12% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.54% 89.00%

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 163105376
LOTUS LTS0240025
wikiData Q105193321