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Methyl 2-[6-(furan-3-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.111,14.01,10.02,7]nonadecan-19-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 6cffc3df-7816-4f36-bb65-dafbbd5660ea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[6-(furan-3-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.111,14.01,10.02,7]nonadecan-19-yl]-2-hydroxyacetate
SMILES (Canonical) CC12CCC3C4(C(C5(CC4(OC3(C1CC(=O)OC2C6=COC=C6)CC(=O)C5O)O)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC12CCC3C4(C(C5(CC4(OC3(C1CC(=O)OC2C6=COC=C6)CC(=O)C5O)O)C)C(C(=O)OC)O)C
InChI InChI=1S/C27H34O10/c1-23-7-5-15-25(3)19(18(30)22(32)34-4)24(2)12-27(25,33)37-26(15,10-14(28)20(24)31)16(23)9-17(29)36-21(23)13-6-8-35-11-13/h6,8,11,15-16,18-21,30-31,33H,5,7,9-10,12H2,1-4H3
InChI Key KNAFOZMWSBDDRF-UHFFFAOYSA-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 0.70
Atomic LogP (AlogP) 1.66
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 2-[6-(furan-3-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.111,14.01,10.02,7]nonadecan-19-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 + 0.9575 95.75%
Caco-2 - 0.7205 72.05%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7855 78.55%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior - 0.3269 32.69%
OATP1B3 inhibitior - 0.2223 22.23%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.8934 89.34%
P-glycoprotein inhibitior + 0.6138 61.38%
P-glycoprotein substrate + 0.5985 59.85%
CYP3A4 substrate + 0.7245 72.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8462 84.62%
CYP3A4 inhibition - 0.6370 63.70%
CYP2C9 inhibition - 0.8958 89.58%
CYP2C19 inhibition - 0.9127 91.27%
CYP2D6 inhibition - 0.9494 94.94%
CYP1A2 inhibition - 0.8234 82.34%
CYP2C8 inhibition + 0.6753 67.53%
CYP inhibitory promiscuity - 0.9619 96.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4880 48.80%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9127 91.27%
Skin irritation - 0.6377 63.77%
Skin corrosion - 0.9081 90.81%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6695 66.95%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.9216 92.16%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.4593 45.93%
Acute Oral Toxicity (c) I 0.5745 57.45%
Estrogen receptor binding + 0.8517 85.17%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding + 0.6272 62.72%
Glucocorticoid receptor binding + 0.8442 84.42%
Aromatase binding + 0.7752 77.52%
PPAR gamma + 0.6364 63.64%
Honey bee toxicity - 0.7973 79.73%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9646 96.46%

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 98.67% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.33% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 92.27% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.88% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.67% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.85% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.24% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.42% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.63% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.62% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.99% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.55% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.23% 92.62%
CHEMBL5028 O14672 ADAM10 82.44% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.92% 91.07%
CHEMBL299 P17252 Protein kinase C alpha 80.80% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 80.72% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.47% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.46% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.01% 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.
Khaya grandifoliola

Cross-Links

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PubChem 163023597
LOTUS LTS0147595
wikiData Q105143291