PlantaeDB Logo
Login Sign-up

2-(15-Acetyloxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylideneheptanoic 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

Top
Internal ID 3b0ea9a1-e11e-4282-a45b-cf0768b6fafa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-(15-acetyloxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC(C)C(=C)CCC(C1CC(C2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)OC(=O)C)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CCC(C1CC(C2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)OC(=O)C)C(=O)O
InChI InChI=1S/C33H50O5/c1-19(2)20(3)10-11-22(29(36)37)25-18-28(38-21(4)34)33(9)24-12-13-26-30(5,6)27(35)15-16-31(26,7)23(24)14-17-32(25,33)8/h19,22,25-26,28H,3,10-18H2,1-2,4-9H3,(H,36,37)
InChI Key HGKYZLMBDDTARR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H50O5
Molecular Weight 526.70 g/mol
Exact Mass 526.36582469 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 6.90
Atomic LogP (AlogP) 7.54
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-(15-Acetyloxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylideneheptanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 - 0.6166 61.66%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8792 87.92%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.7842 78.42%
OATP1B3 inhibitior - 0.7775 77.75%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior + 0.8920 89.20%
P-glycoprotein inhibitior + 0.6726 67.26%
P-glycoprotein substrate - 0.6338 63.38%
CYP3A4 substrate + 0.6829 68.29%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.7176 71.76%
CYP2C9 inhibition - 0.8191 81.91%
CYP2C19 inhibition - 0.8704 87.04%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.8089 80.89%
CYP2C8 inhibition + 0.5737 57.37%
CYP inhibitory promiscuity - 0.8297 82.97%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6909 69.09%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9203 92.03%
Skin irritation + 0.6264 62.64%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5759 57.59%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5334 53.34%
skin sensitisation - 0.7159 71.59%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6724 67.24%
Acute Oral Toxicity (c) III 0.7721 77.21%
Estrogen receptor binding + 0.7345 73.45%
Androgen receptor binding + 0.7028 70.28%
Thyroid receptor binding + 0.6156 61.56%
Glucocorticoid receptor binding + 0.8393 83.93%
Aromatase binding + 0.7983 79.83%
PPAR gamma + 0.5958 59.58%
Honey bee toxicity - 0.7434 74.34%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6600 66.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.47% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.80% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 95.47% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.06% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 89.87% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.50% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 88.33% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.17% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.09% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.50% 93.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 85.25% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.28% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.19% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.91% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.90% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.05% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.05% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.68% 99.23%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.92% 98.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.83% 95.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.63% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.05% 100.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 85201569
LOTUS LTS0145490
wikiData Q104167824