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[(1S,5R,6R,13R,14R,15R,17R,18R)-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]octadeca-2(11),9-dien-14-yl] (2S)-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 158ec56d-c610-4d8e-95cc-629efa33b437
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,5R,6R,13R,14R,15R,17R,18R)-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]octadeca-2(11),9-dien-14-yl] (2S)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H44O11/c1-9-19(4)30(41)46-31-33(6)17-35(47-29(40)18(2)3)34(7,23(33)15-24(37)43-8)21-10-12-32(5)22(26(21)27(39)36(31,35)42)14-25(38)45-28(32)20-11-13-44-16-20/h11,13-14,16,18-19,23,28,31,42H,9-10,12,15,17H2,1-8H3/t19-,23+,28-,31+,32+,33+,34+,35+,36+/m0/s1
InChI Key KRHBXXRHKNMCPV-USEPCTEOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H44O11
Molecular Weight 652.70 g/mol
Exact Mass 652.28836222 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,5R,6R,13R,14R,15R,17R,18R)-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]octadeca-2(11),9-dien-14-yl] (2S)-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 + 0.9924 99.24%
Caco-2 - 0.7907 79.07%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8229 82.29%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior - 0.4251 42.51%
OATP1B3 inhibitior - 0.5953 59.53%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9746 97.46%
P-glycoprotein inhibitior + 0.7990 79.90%
P-glycoprotein substrate + 0.6873 68.73%
CYP3A4 substrate + 0.7103 71.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition + 0.8040 80.40%
CYP2C9 inhibition - 0.6748 67.48%
CYP2C19 inhibition - 0.7285 72.85%
CYP2D6 inhibition - 0.9119 91.19%
CYP1A2 inhibition - 0.7821 78.21%
CYP2C8 inhibition + 0.7704 77.04%
CYP inhibitory promiscuity - 0.6081 60.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4909 49.09%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8936 89.36%
Skin irritation - 0.6118 61.18%
Skin corrosion - 0.9316 93.16%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6872 68.72%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5646 56.46%
skin sensitisation - 0.8705 87.05%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8271 82.71%
Acute Oral Toxicity (c) I 0.5636 56.36%
Estrogen receptor binding + 0.8118 81.18%
Androgen receptor binding + 0.7700 77.00%
Thyroid receptor binding + 0.6458 64.58%
Glucocorticoid receptor binding + 0.8361 83.61%
Aromatase binding + 0.7212 72.12%
PPAR gamma + 0.7958 79.58%
Honey bee toxicity - 0.7472 74.72%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9967 99.67%

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 99.04% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.79% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.76% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.36% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.66% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.60% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.75% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.56% 95.71%
CHEMBL2581 P07339 Cathepsin D 87.18% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.89% 94.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.42% 96.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.39% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.02% 89.00%
CHEMBL5028 O14672 ADAM10 82.58% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.86% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.77% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.51% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.26% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 81.19% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.23% 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.
Xylocarpus moluccensis

Cross-Links

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PubChem 163032067
LOTUS LTS0034962
wikiData Q105145002