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methyl (2S)-2-[(1S,2S,5R,6R,10S,11R,13S,14R,16S)-6-(furan-3-yl)-2,10-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]-2-hydroxyacetate

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 dcb0df22-d199-410a-ad36-61279fcb0260
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-[(1S,2S,5R,6R,10S,11R,13S,14R,16S)-6-(furan-3-yl)-2,10-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]-2-hydroxyacetate
SMILES (Canonical) CC1(C2C3CC4(O2)C(CCC5(C4(CC(=O)OC5C6=COC=C6)O)C)(C(C1C(C(=O)OC)O)(C3=O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@]3([C@@]4([C@H](C([C@H]5[C@@H](C4=O)C[C@]3([C@@]1(CC(=O)O[C@@H]2C6=COC=C6)O)O5)(C)C)[C@@H](C(=O)OC)O)C)O
InChI InChI=1S/C27H34O10/c1-22(2)17(16(29)21(31)34-5)24(4)18(30)14-10-27(37-20(14)22)25(24,32)8-7-23(3)19(13-6-9-35-12-13)36-15(28)11-26(23,27)33/h6,9,12,14,16-17,19-20,29,32-33H,7-8,10-11H2,1-5H3/t14-,16+,17+,19-,20-,23-,24-,25+,26+,27+/m1/s1
InChI Key ZNUFAYJLJYAJMT-IVZGPOOFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O10
Molecular Weight 518.60 g/mol
Exact Mass 518.21519728 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.45
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S)-2-[(1S,2S,5R,6R,10S,11R,13S,14R,16S)-6-(furan-3-yl)-2,10-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]-2-hydroxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9216 92.16%
Caco-2 - 0.7690 76.90%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6962 69.62%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior - 0.3252 32.52%
OATP1B3 inhibitior + 0.8846 88.46%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.5984 59.84%
P-glycoprotein inhibitior + 0.5882 58.82%
P-glycoprotein substrate + 0.6050 60.50%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8349 83.49%
CYP3A4 inhibition + 0.5781 57.81%
CYP2C9 inhibition - 0.7930 79.30%
CYP2C19 inhibition - 0.8492 84.92%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.8762 87.62%
CYP2C8 inhibition + 0.5696 56.96%
CYP inhibitory promiscuity - 0.9457 94.57%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5572 55.72%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9180 91.80%
Skin irritation - 0.6899 68.99%
Skin corrosion - 0.9119 91.19%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7242 72.42%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8938 89.38%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8825 88.25%
Acute Oral Toxicity (c) I 0.5194 51.94%
Estrogen receptor binding + 0.7751 77.51%
Androgen receptor binding + 0.7648 76.48%
Thyroid receptor binding + 0.6016 60.16%
Glucocorticoid receptor binding + 0.8037 80.37%
Aromatase binding + 0.7807 78.07%
PPAR gamma + 0.6384 63.84%
Honey bee toxicity - 0.7490 74.90%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9722 97.22%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.28% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.20% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.57% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.50% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.68% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.77% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.41% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.39% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.19% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.49% 99.23%
CHEMBL2581 P07339 Cathepsin D 84.01% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.97% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.61% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.98% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.65% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.35% 92.62%
CHEMBL4208 P20618 Proteasome component C5 80.54% 90.00%

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.
Cedrela odorata

Cross-Links

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PubChem 163106917
LOTUS LTS0257197
wikiData Q105380226