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[12-Hydroxy-17-[2-hydroxy-5-(hydroxymethyl)oxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

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 853d5f6d-551f-415b-88cc-c8cf339e4006
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [12-hydroxy-17-[2-hydroxy-5-(hydroxymethyl)oxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(C2CC(C3(C4CCC(C4(C(CC3C2(C=CC1=O)C)O)C)C5CC(OC5O)CO)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C
SMILES (Isomeric) CC1(C2CC(C3(C4CCC(C4(C(CC3C2(C=CC1=O)C)O)C)C5CC(OC5O)CO)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C
InChI InChI=1S/C37H50O9/c1-34(2)27-18-31(46-32(42)12-8-20-7-10-24(39)25(15-20)44-6)37(5)26-11-9-23(22-16-21(19-38)45-33(22)43)36(26,4)30(41)17-28(37)35(27,3)14-13-29(34)40/h7-8,10,12-15,21-23,26-28,30-31,33,38-39,41,43H,9,11,16-19H2,1-6H3
InChI Key JBNMGQJPHZENKR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50O9
Molecular Weight 638.80 g/mol
Exact Mass 638.34548317 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.65
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [12-Hydroxy-17-[2-hydroxy-5-(hydroxymethyl)oxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.8513 85.13%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8649 86.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8485 84.85%
OATP1B3 inhibitior + 0.8747 87.47%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8157 81.57%
BSEP inhibitior + 0.9262 92.62%
P-glycoprotein inhibitior + 0.7327 73.27%
P-glycoprotein substrate + 0.6105 61.05%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8629 86.29%
CYP3A4 inhibition + 0.8408 84.08%
CYP2C9 inhibition - 0.6438 64.38%
CYP2C19 inhibition - 0.7730 77.30%
CYP2D6 inhibition - 0.9187 91.87%
CYP1A2 inhibition - 0.6179 61.79%
CYP2C8 inhibition + 0.8419 84.19%
CYP inhibitory promiscuity - 0.6238 62.38%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5862 58.62%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9264 92.64%
Skin irritation - 0.7454 74.54%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis - 0.7071 70.71%
Human Ether-a-go-go-Related Gene inhibition + 0.7189 71.89%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.9025 90.25%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9160 91.60%
Acute Oral Toxicity (c) III 0.3106 31.06%
Estrogen receptor binding + 0.8105 81.05%
Androgen receptor binding + 0.7355 73.55%
Thyroid receptor binding + 0.5776 57.76%
Glucocorticoid receptor binding + 0.7590 75.90%
Aromatase binding + 0.6445 64.45%
PPAR gamma + 0.7388 73.88%
Honey bee toxicity - 0.7287 72.87%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9901 99.01%

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 99.77% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.39% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.83% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.62% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.50% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.41% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.14% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.88% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.15% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.82% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.68% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.33% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.87% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.99% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.79% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.72% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.81% 97.14%
CHEMBL3194 P02766 Transthyretin 84.62% 90.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.59% 97.33%
CHEMBL2581 P07339 Cathepsin D 82.91% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.99% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.98% 94.75%
CHEMBL5028 O14672 ADAM10 81.52% 97.50%
CHEMBL4208 P20618 Proteasome component C5 81.13% 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.
Azadirachta indica

Cross-Links

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PubChem 162855526
LOTUS LTS0218486
wikiData Q104667963