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[(1S,4R,5R,7S,8R,11R,13S,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-14,18-dimethyl-6-methylidene-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2R)-2-hydroxy-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 88fcc440-3f08-4616-a075-b74b3a65f26a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name [(1S,4R,5R,7S,8R,11R,13S,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-14,18-dimethyl-6-methylidene-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2R)-2-hydroxy-2-methylbutanoate
SMILES (Canonical) CCC(C)(C(=O)OC1C2C(=C)C(C3(C4C2(CO3)C(CC5C4(C(C(C=C5C)O)O)C)OC1=O)O)O)O
SMILES (Isomeric) CC[C@](C)(C(=O)O[C@@H]1[C@H]2C(=C)[C@H]([C@]3([C@H]4[C@@]2(CO3)[C@@H](C[C@@H]5[C@@]4([C@@H]([C@H](C=C5C)O)O)C)OC1=O)O)O)O
InChI InChI=1S/C25H34O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,12-18,20,26-28,31-32H,3,6,8-9H2,1-2,4-5H3/t12-,13-,14+,15+,16+,17+,18+,20+,22+,23+,24-,25-/m0/s1
InChI Key MVBABUMXZATOOC-GIKBDPKOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H34O10
Molecular Weight 494.50 g/mol
Exact Mass 494.21519728 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -0.44
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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((1S,4R,5R,7S,8R,11R,13S,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-14,18-dimethyl-6-methylidene-9-oxo-3,10-dioxapentacyclo(9.8.0.01,7.04,19.013,18)nonadec-14-en-8-yl) (2R)-2-hydroxy-2-methylbutanoate
13,18-Dehydroglaucarubinone
68703-94-6
glaucarubinone, 13,18-dehydro-
Picrasa-3,13(21)-diene-2,16-dione, 1,11,12-trihydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)-, (1beta,11beta,12alpha,15beta(S))-
CHEMBL459112

2D Structure

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2D Structure of [(1S,4R,5R,7S,8R,11R,13S,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-14,18-dimethyl-6-methylidene-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2R)-2-hydroxy-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 + 0.9588 95.88%
Caco-2 - 0.7609 76.09%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6837 68.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8343 83.43%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5615 56.15%
P-glycoprotein inhibitior - 0.5340 53.40%
P-glycoprotein substrate + 0.8118 81.18%
CYP3A4 substrate + 0.7134 71.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8686 86.86%
CYP3A4 inhibition + 0.6017 60.17%
CYP2C9 inhibition - 0.7785 77.85%
CYP2C19 inhibition - 0.8147 81.47%
CYP2D6 inhibition - 0.9469 94.69%
CYP1A2 inhibition - 0.8487 84.87%
CYP2C8 inhibition + 0.6144 61.44%
CYP inhibitory promiscuity - 0.8788 87.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5621 56.21%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9251 92.51%
Skin irritation + 0.5278 52.78%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6908 69.08%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.6179 61.79%
skin sensitisation - 0.8564 85.64%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6075 60.75%
Acute Oral Toxicity (c) III 0.7793 77.93%
Estrogen receptor binding + 0.7433 74.33%
Androgen receptor binding + 0.6817 68.17%
Thyroid receptor binding + 0.5448 54.48%
Glucocorticoid receptor binding + 0.7074 70.74%
Aromatase binding + 0.6832 68.32%
PPAR gamma + 0.6124 61.24%
Honey bee toxicity - 0.6446 64.46%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9930 99.30%

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 97.76% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.44% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.80% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 91.59% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.16% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.43% 96.47%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.79% 97.28%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.54% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.02% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.61% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.43% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.82% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.79% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.53% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.71% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.95% 97.14%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.45% 90.93%

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.
Ailanthus altissima

Cross-Links

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PubChem 44584067
NPASS NPC474046
ChEMBL CHEMBL459112