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(4R)-4-[(3S,5S,7S,10S,13R,14R,17R)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

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 64639431-ef81-44a1-9f69-5dc8d4e450aa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4R)-4-[(3S,5S,7S,10S,13R,14R,17R)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES (Canonical) CC(CCC(=O)O)C1CC(=O)C2(C1(CC(=O)C3=C2C(CC4C3(CCC(C4(C)C)O)C)O)C)C
SMILES (Isomeric) C[C@H](CCC(=O)O)[C@H]1CC(=O)[C@@]2([C@@]1(CC(=O)C3=C2[C@H](C[C@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)C
InChI InChI=1S/C27H40O6/c1-14(7-8-21(32)33)15-11-20(31)27(6)23-16(28)12-18-24(2,3)19(30)9-10-25(18,4)22(23)17(29)13-26(15,27)5/h14-16,18-19,28,30H,7-13H2,1-6H3,(H,32,33)/t14-,15-,16+,18-,19+,25+,26-,27+/m1/s1
InChI Key YBGBNHHXOJXFNM-ZMGHDUGISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O6
Molecular Weight 460.60 g/mol
Exact Mass 460.28248899 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.93
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-4-[(3S,5S,7S,10S,13R,14R,17R)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 + 0.4917 49.17%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8772 87.72%
OATP2B1 inhibitior - 0.7179 71.79%
OATP1B1 inhibitior + 0.8684 86.84%
OATP1B3 inhibitior - 0.3579 35.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior + 0.7295 72.95%
P-glycoprotein inhibitior - 0.6052 60.52%
P-glycoprotein substrate - 0.6113 61.13%
CYP3A4 substrate + 0.6550 65.50%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8336 83.36%
CYP2C9 inhibition - 0.9379 93.79%
CYP2C19 inhibition - 0.9621 96.21%
CYP2D6 inhibition - 0.9619 96.19%
CYP1A2 inhibition - 0.9570 95.70%
CYP2C8 inhibition - 0.6802 68.02%
CYP inhibitory promiscuity - 0.8844 88.44%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7059 70.59%
Eye corrosion - 0.9957 99.57%
Eye irritation - 0.9382 93.82%
Skin irritation + 0.7169 71.69%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.7245 72.45%
Human Ether-a-go-go-Related Gene inhibition - 0.4241 42.41%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6093 60.93%
skin sensitisation - 0.6491 64.91%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8600 86.00%
Acute Oral Toxicity (c) III 0.6954 69.54%
Estrogen receptor binding + 0.6485 64.85%
Androgen receptor binding + 0.7015 70.15%
Thyroid receptor binding + 0.5696 56.96%
Glucocorticoid receptor binding + 0.8385 83.85%
Aromatase binding + 0.7472 74.72%
PPAR gamma + 0.5697 56.97%
Honey bee toxicity - 0.7730 77.30%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL221 P23219 Cyclooxygenase-1 97.16% 90.17%
CHEMBL2581 P07339 Cathepsin D 97.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.24% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.45% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.50% 97.09%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 91.47% 88.84%
CHEMBL1937 Q92769 Histone deacetylase 2 89.42% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.70% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.43% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 88.42% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.04% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.71% 94.45%
CHEMBL238 Q01959 Dopamine transporter 86.65% 95.88%
CHEMBL237 P41145 Kappa opioid receptor 85.02% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.54% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.47% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.92% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.52% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.84% 100.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.27% 85.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.21% 93.04%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.82% 85.30%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.68% 95.00%
CHEMBL299 P17252 Protein kinase C alpha 80.23% 98.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163075543
LOTUS LTS0057522
wikiData Q105345807