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[(5R,7R,8R,9R,10R,13S,17S)-17-(3-hydroxy-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

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Internal ID fee4c623-574a-4976-99eb-73df00473566
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-(3-hydroxy-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=CCC4C5(CC(OC5)OC)O)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]2C5(CC(OC5)OC)O)C)OC(=O)C6=CC=CC=C6)(C)C)C
InChI InChI=1S/C34H44O6/c1-30(2)25-18-27(40-29(36)21-10-8-7-9-11-21)33(5)22-12-13-24(34(37)19-28(38-6)39-20-34)31(22,3)16-14-23(33)32(25,4)17-15-26(30)35/h7-12,15,17,23-25,27-28,37H,13-14,16,18-20H2,1-6H3/t23-,24+,25+,27-,28?,31-,32-,33+,34?/m1/s1
InChI Key BWKWJBPOVKXAOA-HZWVKPFWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O6
Molecular Weight 548.70 g/mol
Exact Mass 548.31378912 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.90
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

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,17S)-17-(3-hydroxy-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.7279 72.79%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8639 86.39%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8150 81.50%
OATP1B3 inhibitior + 0.9294 92.94%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6614 66.14%
BSEP inhibitior + 0.9804 98.04%
P-glycoprotein inhibitior + 0.8574 85.74%
P-glycoprotein substrate + 0.5619 56.19%
CYP3A4 substrate + 0.7337 73.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8920 89.20%
CYP3A4 inhibition + 0.6071 60.71%
CYP2C9 inhibition - 0.5196 51.96%
CYP2C19 inhibition - 0.7306 73.06%
CYP2D6 inhibition - 0.9223 92.23%
CYP1A2 inhibition - 0.6609 66.09%
CYP2C8 inhibition + 0.7891 78.91%
CYP inhibitory promiscuity - 0.8591 85.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4949 49.49%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9351 93.51%
Skin irritation - 0.6048 60.48%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8007 80.07%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8921 89.21%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4918 49.18%
Acute Oral Toxicity (c) I 0.6210 62.10%
Estrogen receptor binding + 0.7921 79.21%
Androgen receptor binding + 0.6670 66.70%
Thyroid receptor binding + 0.6204 62.04%
Glucocorticoid receptor binding + 0.7380 73.80%
Aromatase binding + 0.7025 70.25%
PPAR gamma + 0.6742 67.42%
Honey bee toxicity - 0.7659 76.59%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9959 99.59%

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
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.21% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.36% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.90% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.64% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.50% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.09% 94.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.89% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.13% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.64% 95.56%
CHEMBL5028 O14672 ADAM10 89.02% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.87% 97.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.89% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.59% 94.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.92% 83.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.19% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.10% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.11% 100.00%
CHEMBL2535 P11166 Glucose transporter 83.53% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.62% 92.62%

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 14845550
LOTUS LTS0171173
wikiData Q104947331