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[(1S,2S,3S,4R,7S,12S,13S,14S,16R,17R)-2,12,16-triacetyloxy-3-hydroxy-4,13-dimethyl-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 c5baeb77-18c6-42cd-a917-2fc5aaf328b3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3S,4R,7S,12S,13S,14S,16R,17R)-2,12,16-triacetyloxy-3-hydroxy-4,13-dimethyl-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/C31H44O12/c1-15(2)11-25(35)42-22-13-23(40-19(6)33)30(14-38-30)26-27(41-20(7)34)31(37)17(4)28(36)43-24(31)12-16(3)9-10-21(29(22,26)8)39-18(5)32/h15,17,21-24,26-27,37H,3,9-14H2,1-2,4-8H3/t17-,21-,22-,23+,24-,26+,27-,29-,30+,31-/m0/s1
InChI Key BUZBIFGMZVTYKO-PXGVKAJRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O12
Molecular Weight 608.70 g/mol
Exact Mass 608.28327683 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.57
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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[(2R)-triacetoxy-hydroxy-dimethyl-methylene-oxo-spiro[[?]-2,2'-oxirane]yl] 3-methylbutanoate

2D Structure

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2D Structure of [(1S,2S,3S,4R,7S,12S,13S,14S,16R,17R)-2,12,16-triacetyloxy-3-hydroxy-4,13-dimethyl-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 + 0.9835 98.35%
Caco-2 - 0.7728 77.28%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8419 84.19%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8407 84.07%
OATP1B3 inhibitior + 0.8646 86.46%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5364 53.64%
BSEP inhibitior + 0.9442 94.42%
P-glycoprotein inhibitior + 0.7642 76.42%
P-glycoprotein substrate + 0.6262 62.62%
CYP3A4 substrate + 0.7054 70.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.5923 59.23%
CYP2C9 inhibition - 0.5336 53.36%
CYP2C19 inhibition - 0.8534 85.34%
CYP2D6 inhibition - 0.9414 94.14%
CYP1A2 inhibition - 0.7215 72.15%
CYP2C8 inhibition + 0.5204 52.04%
CYP inhibitory promiscuity - 0.9152 91.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5679 56.79%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.8829 88.29%
Skin irritation - 0.5782 57.82%
Skin corrosion - 0.9240 92.40%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5730 57.30%
skin sensitisation - 0.8105 81.05%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.4872 48.72%
Acute Oral Toxicity (c) III 0.4788 47.88%
Estrogen receptor binding + 0.7780 77.80%
Androgen receptor binding + 0.6527 65.27%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7545 75.45%
Aromatase binding + 0.6937 69.37%
PPAR gamma + 0.7198 71.98%
Honey bee toxicity - 0.7251 72.51%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9943 99.43%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.40% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.29% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.21% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.90% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.50% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.47% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.11% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 90.98% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.91% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.73% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.55% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.25% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.69% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.52% 89.50%
CHEMBL4073 P09237 Matrix metalloproteinase 7 85.45% 97.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.05% 94.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.99% 94.80%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.85% 94.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.66% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.66% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.58% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.98% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.72% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.56% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.49% 90.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.25% 97.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.80% 89.05%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.39% 82.50%

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 56643513
LOTUS LTS0220748
wikiData Q104946404