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[(1S,2S,3R,4R,7R,8S,12S,13S,14S,16R,17R)-2,12-diacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-16-(3-methylbutanoyloxy)-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-14-yl] 3-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 a0480183-d0e0-4ab3-b966-174d56660994
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3R,4R,7R,8S,12S,13S,14S,16R,17R)-2,12-diacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-16-(3-methylbutanoyloxy)-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-14-yl] 3-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H49ClO12/c1-16(2)12-25(38)45-23-14-24(46-26(39)13-17(3)4)33(15-42-33)28-30(44-21(8)37)34(41)19(6)31(40)47-29(34)27(35)18(5)10-11-22(32(23,28)9)43-20(7)36/h16-17,19,22-24,27-30,41H,5,10-15H2,1-4,6-9H3/t19-,22-,23-,24+,27-,28+,29-,30-,32-,33+,34-/m0/s1
InChI Key RCSMFZUGLMMPGG-YZIOQTLISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H49ClO12
Molecular Weight 685.20 g/mol
Exact Mass 684.2912547 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.81
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9863 98.63%
Caco-2 - 0.8202 82.02%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7848 78.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8159 81.59%
OATP1B3 inhibitior + 0.8484 84.84%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9162 91.62%
P-glycoprotein inhibitior + 0.7706 77.06%
P-glycoprotein substrate + 0.5973 59.73%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.8260 82.60%
CYP2C9 inhibition - 0.7200 72.00%
CYP2C19 inhibition - 0.8156 81.56%
CYP2D6 inhibition - 0.9105 91.05%
CYP1A2 inhibition - 0.7172 71.72%
CYP2C8 inhibition + 0.5885 58.85%
CYP inhibitory promiscuity - 0.9066 90.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8182 81.82%
Carcinogenicity (trinary) Non-required 0.4262 42.62%
Eye corrosion - 0.9828 98.28%
Eye irritation - 0.9004 90.04%
Skin irritation - 0.6062 60.62%
Skin corrosion - 0.8968 89.68%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5156 51.56%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5053 50.53%
skin sensitisation - 0.7981 79.81%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.6855 68.55%
Acute Oral Toxicity (c) III 0.5910 59.10%
Estrogen receptor binding + 0.7352 73.52%
Androgen receptor binding + 0.6815 68.15%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7246 72.46%
Aromatase binding + 0.6940 69.40%
PPAR gamma + 0.7222 72.22%
Honey bee toxicity - 0.6367 63.67%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.51% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.68% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.65% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.31% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 92.24% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.81% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.66% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.99% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.39% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.76% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.22% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.77% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.74% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.43% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.24% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.80% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.70% 94.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.91% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.88% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.06% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.95% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 80.78% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 80.03% 92.50%

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 11082972
LOTUS LTS0225444
wikiData Q105233942