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methyl (2R)-2-[(1R,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-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 f308c407-cc0c-4f70-bd3f-f36b4b30b294
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2R)-2-[(1R,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]-2-hydroxyacetate
SMILES (Canonical) CC1(C(C2(C3CCC4(C(OC(=O)CC4(C3=C)OC2CC1=O)C5=COC=C5)C)C)C(C(=O)OC)O)C
SMILES (Isomeric) C[C@@]12CC[C@H]3C(=C)[C@@]1(CC(=O)O[C@H]2C4=COC=C4)O[C@@H]5[C@]3([C@H](C(C(=O)C5)(C)C)[C@H](C(=O)OC)O)C
InChI InChI=1S/C27H34O8/c1-14-16-7-9-25(4)22(15-8-10-33-13-15)34-19(29)12-27(14,25)35-18-11-17(28)24(2,3)21(26(16,18)5)20(30)23(31)32-6/h8,10,13,16,18,20-22,30H,1,7,9,11-12H2,2-6H3/t16-,18-,20+,21-,22-,25-,26-,27+/m0/s1
InChI Key GOYZKWCPWBKPIG-DWYSBBJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O8
Molecular Weight 486.60 g/mol
Exact Mass 486.22536804 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.53
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(1R,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-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 + 0.9831 98.31%
Caco-2 - 0.7164 71.64%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7641 76.41%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior - 0.7738 77.38%
OATP1B3 inhibitior - 0.7019 70.19%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.5727 57.27%
P-glycoprotein inhibitior + 0.7211 72.11%
P-glycoprotein substrate + 0.5398 53.98%
CYP3A4 substrate + 0.6986 69.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8346 83.46%
CYP3A4 inhibition + 0.8337 83.37%
CYP2C9 inhibition - 0.8219 82.19%
CYP2C19 inhibition - 0.8155 81.55%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.7582 75.82%
CYP2C8 inhibition + 0.6379 63.79%
CYP inhibitory promiscuity - 0.8759 87.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4998 49.98%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8811 88.11%
Skin irritation - 0.6469 64.69%
Skin corrosion - 0.9199 91.99%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3723 37.23%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5572 55.72%
skin sensitisation - 0.8228 82.28%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6677 66.77%
Acute Oral Toxicity (c) I 0.5699 56.99%
Estrogen receptor binding + 0.7666 76.66%
Androgen receptor binding + 0.7560 75.60%
Thyroid receptor binding + 0.6403 64.03%
Glucocorticoid receptor binding + 0.8727 87.27%
Aromatase binding + 0.7906 79.06%
PPAR gamma + 0.7446 74.46%
Honey bee toxicity - 0.7890 78.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9964 99.64%

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 99.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.36% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.62% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.26% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.25% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.04% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.84% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.52% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.22% 92.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.80% 93.03%
CHEMBL221 P23219 Cyclooxygenase-1 86.39% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.55% 93.04%
CHEMBL2581 P07339 Cathepsin D 84.56% 98.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.00% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.76% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.38% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.40% 82.69%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.03% 91.03%

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.
Khaya anthotheca

Cross-Links

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PubChem 163100431
LOTUS LTS0186966
wikiData Q105014720