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[(1S,2R,5R,6R,13R,14S,15S,17R,18S)-6-(furan-3-yl)-13-hydroxy-18-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-17-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-10-en-14-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 a5f2012c-e3ba-439f-86e3-436855e2a87a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,5R,6R,13R,14S,15S,17R,18S)-6-(furan-3-yl)-13-hydroxy-18-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-17-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-10-en-14-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(CC3(C1(C(=O)C4=C5CC(=O)OC(C5(CCC4C3(C2CC(=O)OC)C)C)C6=COC=C6)O)OC(=O)C(C)C)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@]2(C[C@@]3([C@]1(C(=O)C4=C5CC(=O)O[C@H]([C@@]5(CC[C@@H]4[C@@]3([C@H]2CC(=O)OC)C)C)C6=COC=C6)O)OC(=O)C(C)C)C
InChI InChI=1S/C35H44O11/c1-17(2)28(39)45-30-32(6)16-34(46-29(40)18(3)4)33(7,22(32)14-23(36)42-8)20-9-11-31(5)21(25(20)26(38)35(30,34)41)13-24(37)44-27(31)19-10-12-43-15-19/h10,12,15,17-18,20,22,27,30,41H,9,11,13-14,16H2,1-8H3/t20-,22-,27-,30-,31+,32-,33+,34+,35+/m0/s1
InChI Key GAOIOSVEJZALMD-WWKCQSBFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H44O11
Molecular Weight 640.70 g/mol
Exact Mass 640.28836222 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.41
H-Bond Acceptor 11
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,2R,5R,6R,13R,14S,15S,17R,18S)-6-(furan-3-yl)-13-hydroxy-18-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-17-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-10-en-14-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 + 0.9871 98.71%
Caco-2 - 0.8032 80.32%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8486 84.86%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior - 0.4505 45.05%
OATP1B3 inhibitior - 0.7455 74.55%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9364 93.64%
P-glycoprotein inhibitior + 0.7814 78.14%
P-glycoprotein substrate + 0.6529 65.29%
CYP3A4 substrate + 0.6990 69.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition + 0.6828 68.28%
CYP2C9 inhibition - 0.6964 69.64%
CYP2C19 inhibition - 0.7893 78.93%
CYP2D6 inhibition - 0.9234 92.34%
CYP1A2 inhibition - 0.7695 76.95%
CYP2C8 inhibition + 0.7004 70.04%
CYP inhibitory promiscuity - 0.7243 72.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4848 48.48%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8734 87.34%
Skin irritation - 0.6196 61.96%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6415 64.15%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5435 54.35%
skin sensitisation - 0.8741 87.41%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7343 73.43%
Acute Oral Toxicity (c) I 0.7399 73.99%
Estrogen receptor binding + 0.8056 80.56%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding + 0.6075 60.75%
Glucocorticoid receptor binding + 0.8078 80.78%
Aromatase binding + 0.7315 73.15%
PPAR gamma + 0.8051 80.51%
Honey bee toxicity - 0.7869 78.69%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9952 99.52%

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 99.22% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.02% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.87% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.81% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.54% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.16% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.11% 92.88%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.18% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.86% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.77% 97.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.94% 94.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.88% 91.38%
CHEMBL3437 Q16853 Amine oxidase, copper containing 87.36% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.99% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.40% 86.33%
CHEMBL5028 O14672 ADAM10 84.98% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.31% 97.25%
CHEMBL4208 P20618 Proteasome component C5 84.21% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.17% 94.80%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.88% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.81% 98.59%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.22% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.56% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.31% 96.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.18% 94.00%

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.
Xylocarpus moluccensis

Cross-Links

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PubChem 44480736
LOTUS LTS0034286
wikiData Q105005519