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[(1S,2S,5R,6R,10S,11R,12S,13S,14S,15S,17R,18S)-13,14-diacetyloxy-6-(furan-3-yl)-2,11,17-trihydroxy-18-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-12-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 5c0e81de-0e94-4aff-8716-87ce53fa1ff6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,5R,6R,10S,11R,12S,13S,14S,15S,17R,18S)-13,14-diacetyloxy-6-(furan-3-yl)-2,11,17-trihydroxy-18-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-12-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC(=O)OC(C3(CCC2(C4(C(C5(CC4(C1(C5OC(=O)C)OC(=O)C)O)C)CC(=O)OC)C)O)C)C6=COC=C6)O
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@@]2([C@H]3CC(=O)O[C@H]([C@@]3(CC[C@@]2([C@@]4([C@H]([C@@]5(C[C@@]4([C@@]1([C@H]5OC(=O)C)OC(=O)C)O)C)CC(=O)OC)C)O)C)C6=COC=C6)O
InChI InChI=1S/C35H46O14/c1-17(2)26(40)48-28-34(43)22-14-24(39)47-25(20-9-12-45-15-20)29(22,5)10-11-32(34,41)31(7)21(13-23(38)44-8)30(6)16-33(31,42)35(28,49-19(4)37)27(30)46-18(3)36/h9,12,15,17,21-22,25,27-28,41-43H,10-11,13-14,16H2,1-8H3/t21-,22-,25-,27-,28-,29+,30-,31-,32-,33+,34+,35-/m0/s1
InChI Key LLFKRDMSPBDRKP-PPICSAEPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H46O14
Molecular Weight 690.70 g/mol
Exact Mass 690.28875614 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5R,6R,10S,11R,12S,13S,14S,15S,17R,18S)-13,14-diacetyloxy-6-(furan-3-yl)-2,11,17-trihydroxy-18-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-12-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 + 0.8487 84.87%
Caco-2 - 0.8247 82.47%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7573 75.73%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior - 0.4723 47.23%
OATP1B3 inhibitior + 0.8451 84.51%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9536 95.36%
P-glycoprotein inhibitior + 0.7767 77.67%
P-glycoprotein substrate + 0.7430 74.30%
CYP3A4 substrate + 0.7289 72.89%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8472 84.72%
CYP3A4 inhibition + 0.5294 52.94%
CYP2C9 inhibition - 0.8400 84.00%
CYP2C19 inhibition - 0.8832 88.32%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.9200 92.00%
CYP2C8 inhibition + 0.7521 75.21%
CYP inhibitory promiscuity - 0.9452 94.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5889 58.89%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.8829 88.29%
Skin irritation - 0.6713 67.13%
Skin corrosion - 0.9224 92.24%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7115 71.15%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4555 45.55%
Acute Oral Toxicity (c) I 0.5196 51.96%
Estrogen receptor binding + 0.7944 79.44%
Androgen receptor binding + 0.7804 78.04%
Thyroid receptor binding + 0.6060 60.60%
Glucocorticoid receptor binding + 0.7446 74.46%
Aromatase binding + 0.7171 71.71%
PPAR gamma + 0.7654 76.54%
Honey bee toxicity - 0.7430 74.30%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9746 97.46%

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 99.44% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.41% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.01% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 97.45% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.26% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.52% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 91.26% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.95% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.55% 92.62%
CHEMBL299 P17252 Protein kinase C alpha 90.53% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.93% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 86.96% 98.59%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.38% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.98% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.17% 95.89%
CHEMBL5028 O14672 ADAM10 84.93% 97.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.63% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.88% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.59% 95.71%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.53% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.06% 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.
Entandrophragma candollei

Cross-Links

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PubChem 163028606
LOTUS LTS0071860
wikiData Q105153489