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[(1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-triacetyloxy-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,16-dien-10-yl] (3R)-3-acetyloxybutanoate

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 3ba4e4b5-0949-4c9f-8b4b-5e4acfd2e776
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-triacetyloxy-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,16-dien-10-yl] (3R)-3-acetyloxybutanoate
SMILES (Canonical) CC1C(=O)OC2C1(C(C3C(=CCC(C3(C(CC(C(=C2)CO)OC(=O)CC(C)OC(=O)C)OC(=O)C)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]3C(=CC[C@@H]([C@@]3([C@@H](C[C@H](/C(=C2)/CO)OC(=O)C[C@@H](C)OC(=O)C)OC(=O)C)C)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C32H44O14/c1-15-9-10-24(42-19(5)35)31(8)25(43-20(6)36)13-23(45-27(38)11-16(2)41-18(4)34)22(14-33)12-26-32(40,17(3)30(39)46-26)29(28(15)31)44-21(7)37/h9,12,16-17,23-26,28-29,33,40H,10-11,13-14H2,1-8H3/b22-12-/t16-,17+,23-,24+,25-,26+,28-,29-,31-,32+/m1/s1
InChI Key IUQHEWBZZLUJDK-JNTRGRHSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H44O14
Molecular Weight 652.70 g/mol
Exact Mass 652.27310607 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-triacetyloxy-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,16-dien-10-yl] (3R)-3-acetyloxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9674 96.74%
Caco-2 - 0.8098 80.98%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7734 77.34%
OATP2B1 inhibitior - 0.7170 71.70%
OATP1B1 inhibitior + 0.8521 85.21%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9678 96.78%
P-glycoprotein inhibitior + 0.8376 83.76%
P-glycoprotein substrate + 0.6121 61.21%
CYP3A4 substrate + 0.7081 70.81%
CYP2C9 substrate - 0.8119 81.19%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.6479 64.79%
CYP2C9 inhibition - 0.8801 88.01%
CYP2C19 inhibition - 0.9097 90.97%
CYP2D6 inhibition - 0.9580 95.80%
CYP1A2 inhibition - 0.7213 72.13%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8077 80.77%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5173 51.73%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9172 91.72%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5371 53.71%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6714 67.14%
skin sensitisation - 0.8918 89.18%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5978 59.78%
Acute Oral Toxicity (c) III 0.4971 49.71%
Estrogen receptor binding + 0.8163 81.63%
Androgen receptor binding + 0.6979 69.79%
Thyroid receptor binding - 0.5566 55.66%
Glucocorticoid receptor binding + 0.8340 83.40%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.7330 73.30%
Honey bee toxicity - 0.6470 64.70%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9837 98.37%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.43% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.83% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.52% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.04% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.63% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.00% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.14% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 86.32% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.17% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.83% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.56% 91.19%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.48% 90.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.37% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.74% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.21% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.62% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.15% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.69% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.48% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.35% 100.00%

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 163036351
LOTUS LTS0179882
wikiData Q105120772