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[(1R,6R,7R,10R,11S,12S,14S,15S,16R,18R)-14-acetyloxy-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-18-yl] 2-methylpropanoate

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 00ebe05e-a41c-45f0-ac52-5af03fed1bcf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,6R,7R,10R,11S,12S,14S,15S,16R,18R)-14-acetyloxy-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-18-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C23C(CCC4(C2=CC(=O)OC4C5=COC=C5)C)C6(C(C(C(C1(C6(O3)O)O)OC(=O)C)(C)C)CC(=O)OC)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@@]23[C@H](CC[C@@]4(C2=CC(=O)O[C@H]4C5=COC=C5)C)[C@@]6([C@H](C([C@@H]([C@]1([C@@]6(O3)O)O)OC(=O)C)(C)C)CC(=O)OC)C
InChI InChI=1S/C33H42O12/c1-16(2)25(37)44-27-31-19(9-11-29(6)21(31)14-23(36)43-24(29)18-10-12-41-15-18)30(7)20(13-22(35)40-8)28(4,5)26(42-17(3)34)32(27,38)33(30,39)45-31/h10,12,14-16,19-20,24,26-27,38-39H,9,11,13H2,1-8H3/t19-,20+,24+,26+,27+,29-,30-,31-,32+,33-/m1/s1
InChI Key GTAOMIFOJZAKGH-XHELHKBYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H42O12
Molecular Weight 630.70 g/mol
Exact Mass 630.26762677 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.15
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,6R,7R,10R,11S,12S,14S,15S,16R,18R)-14-acetyloxy-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-18-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9554 95.54%
Caco-2 - 0.8037 80.37%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8159 81.59%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior - 0.5979 59.79%
OATP1B3 inhibitior - 0.2421 24.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8645 86.45%
P-glycoprotein inhibitior + 0.7715 77.15%
P-glycoprotein substrate + 0.6463 64.63%
CYP3A4 substrate + 0.7101 71.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8770 87.70%
CYP3A4 inhibition + 0.6175 61.75%
CYP2C9 inhibition - 0.7369 73.69%
CYP2C19 inhibition - 0.7967 79.67%
CYP2D6 inhibition - 0.9059 90.59%
CYP1A2 inhibition - 0.7883 78.83%
CYP2C8 inhibition + 0.7349 73.49%
CYP inhibitory promiscuity - 0.7440 74.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4635 46.35%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8811 88.11%
Skin irritation - 0.6122 61.22%
Skin corrosion - 0.9163 91.63%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6811 68.11%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6646 66.46%
skin sensitisation - 0.8497 84.97%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5740 57.40%
Acute Oral Toxicity (c) I 0.6606 66.06%
Estrogen receptor binding + 0.7833 78.33%
Androgen receptor binding + 0.7625 76.25%
Thyroid receptor binding + 0.6427 64.27%
Glucocorticoid receptor binding + 0.7887 78.87%
Aromatase binding + 0.7276 72.76%
PPAR gamma + 0.7564 75.64%
Honey bee toxicity - 0.7109 71.09%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9885 98.85%

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 97.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.03% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.38% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.44% 96.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 92.24% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.00% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.15% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.83% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 88.01% 91.19%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.57% 94.80%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.42% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.30% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.15% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.48% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.01% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.42% 91.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.35% 82.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.34% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.79% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.57% 90.17%
CHEMBL5028 O14672 ADAM10 81.74% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.72% 95.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.79% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.29% 92.88%

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.
Entandrophragma utile

Cross-Links

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PubChem 101667802
LOTUS LTS0168538
wikiData Q105018365