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[(1S,2S,3S,4R,7S,8E,10Z,12S,13S,14R,15R,16R,17R)-2,12,14,15,16-pentaacetyloxy-3-hydroxy-4,13-dimethyl-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-diene-17,2'-oxirane]-9-yl]methyl acetate

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 a8681a63-ab92-4a1b-990d-a326390b60b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3S,4R,7S,8E,10Z,12S,13S,14R,15R,16R,17R)-2,12,14,15,16-pentaacetyloxy-3-hydroxy-4,13-dimethyl-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-diene-17,2'-oxirane]-9-yl]methyl acetate
SMILES (Canonical) CC1C(=O)OC2C1(C(C3C(C(C=CC(=C2)COC(=O)C)OC(=O)C)(C(C(C(C34CO4)OC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) C[C@H]1C(=O)O[C@@H]\2[C@@]1([C@H]([C@@H]3[C@@]([C@H](/C=C\C(=C2)\COC(=O)C)OC(=O)C)([C@H]([C@H]([C@H]([C@]34CO4)OC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C32H40O16/c1-14-29(39)48-23-11-21(12-41-15(2)33)9-10-22(43-16(3)34)30(8)25(28(32(14,23)40)47-20(7)38)31(13-42-31)27(46-19(6)37)24(44-17(4)35)26(30)45-18(5)36/h9-11,14,22-28,40H,12-13H2,1-8H3/b10-9-,21-11+/t14-,22-,23-,24+,25+,26-,27+,28-,30+,31-,32-/m0/s1
InChI Key AHXZDJLADMAAIM-MJZHYPCISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O16
Molecular Weight 680.60 g/mol
Exact Mass 680.23163518 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.40
H-Bond Acceptor 16
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,2S,3S,4R,7S,8E,10Z,12S,13S,14R,15R,16R,17R)-2,12,14,15,16-pentaacetyloxy-3-hydroxy-4,13-dimethyl-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-diene-17,2'-oxirane]-9-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9712 97.12%
Caco-2 - 0.7910 79.10%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7105 71.05%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9075 90.75%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9701 97.01%
P-glycoprotein inhibitior + 0.8889 88.89%
P-glycoprotein substrate + 0.5865 58.65%
CYP3A4 substrate + 0.6837 68.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition - 0.8399 83.99%
CYP2C9 inhibition - 0.8338 83.38%
CYP2C19 inhibition - 0.7812 78.12%
CYP2D6 inhibition - 0.9423 94.23%
CYP1A2 inhibition - 0.7323 73.23%
CYP2C8 inhibition - 0.6211 62.11%
CYP inhibitory promiscuity - 0.7989 79.89%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4859 48.59%
Eye corrosion - 0.9788 97.88%
Eye irritation - 0.8938 89.38%
Skin irritation - 0.6269 62.69%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4463 44.63%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5592 55.92%
skin sensitisation - 0.6482 64.82%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7093 70.93%
Acute Oral Toxicity (c) III 0.4244 42.44%
Estrogen receptor binding + 0.7765 77.65%
Androgen receptor binding + 0.6875 68.75%
Thyroid receptor binding + 0.5655 56.55%
Glucocorticoid receptor binding + 0.7833 78.33%
Aromatase binding + 0.6332 63.32%
PPAR gamma + 0.7268 72.68%
Honey bee toxicity - 0.7376 73.76%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9403 94.03%

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 98.98% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.08% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.03% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.99% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.69% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.34% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.24% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.81% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 86.17% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.18% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.41% 94.00%
CHEMBL4208 P20618 Proteasome component C5 83.63% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.42% 97.28%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.47% 94.42%
CHEMBL230 P35354 Cyclooxygenase-2 81.36% 89.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.93% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.19% 97.09%

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 71523954
LOTUS LTS0091062
wikiData Q104912542