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[(5R,7R,8R,9R,10R,13S,17R)-17-(2-methoxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

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 cd6c6a1a-5fcb-4562-978e-9f5f8608e8c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17R)-17-(2-methoxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5=CC(OC5=O)OC)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)C5=CC(OC5=O)OC)C)C
InChI InChI=1S/C29H38O6/c1-16(30)34-23-15-21-26(2,3)22(31)11-13-28(21,5)20-10-12-27(4)18(8-9-19(27)29(20,23)6)17-14-24(33-7)35-25(17)32/h9,11,13-14,18,20-21,23-24H,8,10,12,15H2,1-7H3/t18-,20+,21-,23+,24?,27-,28+,29-/m0/s1
InChI Key BVJTWZUQDZHHBX-YPHRODJSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O6
Molecular Weight 482.60 g/mol
Exact Mass 482.26683893 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.93
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,7R,8R,9R,10R,13S,17R)-17-(2-methoxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9955 99.55%
Caco-2 - 0.6341 63.41%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7825 78.25%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.7501 75.01%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8050 80.50%
P-glycoprotein inhibitior + 0.8119 81.19%
P-glycoprotein substrate - 0.5605 56.05%
CYP3A4 substrate + 0.7408 74.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9011 90.11%
CYP3A4 inhibition - 0.6184 61.84%
CYP2C9 inhibition - 0.7427 74.27%
CYP2C19 inhibition - 0.7944 79.44%
CYP2D6 inhibition - 0.9607 96.07%
CYP1A2 inhibition - 0.7541 75.41%
CYP2C8 inhibition + 0.5844 58.44%
CYP inhibitory promiscuity - 0.7978 79.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5482 54.82%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9326 93.26%
Skin irritation - 0.6136 61.36%
Skin corrosion - 0.9208 92.08%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6727 67.27%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8124 81.24%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.4586 45.86%
Acute Oral Toxicity (c) III 0.3727 37.27%
Estrogen receptor binding + 0.8421 84.21%
Androgen receptor binding + 0.6734 67.34%
Thyroid receptor binding + 0.6895 68.95%
Glucocorticoid receptor binding + 0.8117 81.17%
Aromatase binding + 0.6981 69.81%
PPAR gamma + 0.6742 67.42%
Honey bee toxicity - 0.7361 73.61%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9963 99.63%

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 95.91% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.93% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.05% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.20% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.20% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.07% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 87.58% 91.19%
CHEMBL5028 O14672 ADAM10 86.80% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.44% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.38% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.88% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.13% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.00% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.52% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.40% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.93% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.55% 94.80%
CHEMBL2581 P07339 Cathepsin D 81.28% 98.95%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 80.90% 88.84%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.02% 95.89%

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 12072821
LOTUS LTS0072396
wikiData Q104946607