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methyl (2S)-2-[(1S,2R,5S,6S,10S,11S,13S,14R,16R)-6-(furan-3-yl)-10-hydroxy-5,14,15,15-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 b94abbc8-acc8-495a-9842-ce9931757993
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-[(1S,2R,5S,6S,10S,11S,13S,14R,16R)-6-(furan-3-yl)-10-hydroxy-5,14,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]-2-hydroxyacetate
SMILES (Canonical) CC1(C(C2C3CCC4(C(OC(=O)CC4(C35CC(C2=O)C1(O5)C)O)C6=COC=C6)C)C(C(=O)OC)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@H]4[C@H](C([C@]5([C@@H](C4=O)C[C@]3([C@@]1(CC(=O)O[C@H]2C6=COC=C6)O)O5)C)(C)C)[C@@H](C(=O)OC)O
InChI InChI=1S/C27H34O9/c1-23(2)18(20(30)22(31)33-5)17-14-6-8-24(3)21(13-7-9-34-12-13)35-16(28)11-27(24,32)26(14)10-15(19(17)29)25(23,4)36-26/h7,9,12,14-15,17-18,20-21,30,32H,6,8,10-11H2,1-5H3/t14-,15-,17-,18+,20+,21+,24+,25-,26+,27+/m1/s1
InChI Key RGMPGLMLHSYONI-NYQXMSDDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O9
Molecular Weight 502.60 g/mol
Exact Mass 502.22028266 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 9
H-Bond Donor 2
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,2R,5S,6S,10S,11S,13S,14R,16R)-6-(furan-3-yl)-10-hydroxy-5,14,15,15-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 + 0.9608 96.08%
Caco-2 - 0.7237 72.37%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7699 76.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3815 38.15%
OATP1B3 inhibitior - 0.2477 24.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.6563 65.63%
P-glycoprotein inhibitior + 0.5939 59.39%
P-glycoprotein substrate + 0.6192 61.92%
CYP3A4 substrate + 0.7242 72.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8349 83.49%
CYP3A4 inhibition + 0.5314 53.14%
CYP2C9 inhibition - 0.7970 79.70%
CYP2C19 inhibition - 0.8302 83.02%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.8359 83.59%
CYP2C8 inhibition + 0.6854 68.54%
CYP inhibitory promiscuity - 0.9586 95.86%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5253 52.53%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9215 92.15%
Skin irritation - 0.6863 68.63%
Skin corrosion - 0.9132 91.32%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7561 75.61%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7455 74.55%
Acute Oral Toxicity (c) I 0.5595 55.95%
Estrogen receptor binding + 0.8028 80.28%
Androgen receptor binding + 0.7683 76.83%
Thyroid receptor binding + 0.6025 60.25%
Glucocorticoid receptor binding + 0.8390 83.90%
Aromatase binding + 0.7606 76.06%
PPAR gamma + 0.5889 58.89%
Honey bee toxicity - 0.7607 76.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9775 97.75%

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 97.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.94% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.86% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.05% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.50% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.41% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.57% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.29% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 86.96% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.33% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.09% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.37% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.06% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.73% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.38% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.32% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.48% 91.07%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.39% 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.
Cedrela odorata

Cross-Links

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PubChem 163105807
LOTUS LTS0091106
wikiData Q105235959