PlantaeDB Logo
Login Sign-up

[(5R,7R,8R,9R,10R,13S,17S)-17-[(3R,5R)-5-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] benzoate

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

Top
Internal ID 726cbbd1-7e3e-41f4-b08c-a19706c76a82
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-[(3R,5R)-5-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] benzoate
SMILES (Canonical) CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C3=CCC4C5CC(OC5)OC)C)C)OC(=O)C6=CC=CC=C6)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@]4(C=CC(=O)C([C@@H]4C[C@H]([C@]3(C1=CC[C@H]2[C@H]5C[C@@H](OC5)OC)C)OC(=O)C6=CC=CC=C6)(C)C)C
InChI InChI=1S/C34H44O5/c1-31(2)26-19-28(39-30(36)21-10-8-7-9-11-21)34(5)24-13-12-23(22-18-29(37-6)38-20-22)32(24,3)16-14-25(34)33(26,4)17-15-27(31)35/h7-11,13,15,17,22-23,25-26,28-29H,12,14,16,18-20H2,1-6H3/t22-,23-,25+,26-,28+,29+,32-,33+,34-/m0/s1
InChI Key BLAUYNLITWBZPL-XZWBELLOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H44O5
Molecular Weight 532.70 g/mol
Exact Mass 532.31887450 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.78
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9965 99.65%
Caco-2 - 0.6928 69.28%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8660 86.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7867 78.67%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9541 95.41%
P-glycoprotein inhibitior + 0.8846 88.46%
P-glycoprotein substrate + 0.5406 54.06%
CYP3A4 substrate + 0.7473 74.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8905 89.05%
CYP3A4 inhibition + 0.6803 68.03%
CYP2C9 inhibition - 0.6437 64.37%
CYP2C19 inhibition - 0.6560 65.60%
CYP2D6 inhibition - 0.9172 91.72%
CYP1A2 inhibition - 0.7305 73.05%
CYP2C8 inhibition + 0.8107 81.07%
CYP inhibitory promiscuity - 0.6334 63.34%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5667 56.67%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9411 94.11%
Skin irritation - 0.7254 72.54%
Skin corrosion - 0.9537 95.37%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8356 83.56%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8552 85.52%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7986 79.86%
Acute Oral Toxicity (c) III 0.5535 55.35%
Estrogen receptor binding + 0.8051 80.51%
Androgen receptor binding + 0.6993 69.93%
Thyroid receptor binding + 0.6044 60.44%
Glucocorticoid receptor binding + 0.7323 73.23%
Aromatase binding + 0.6949 69.49%
PPAR gamma + 0.6646 66.46%
Honey bee toxicity - 0.7689 76.89%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.89% 99.23%
CHEMBL5028 O14672 ADAM10 92.45% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.12% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.53% 91.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.56% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 90.55% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.43% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.92% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.79% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.58% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.44% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.36% 94.23%
CHEMBL2581 P07339 Cathepsin D 87.17% 98.95%
CHEMBL2535 P11166 Glucose transporter 86.56% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.74% 82.69%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.48% 83.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.95% 92.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.58% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.09% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.65% 85.14%

Plants that contains it

Top
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

Top
PubChem 162934403
LOTUS LTS0075132
wikiData Q104937870