9-Hexadecanoyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

Details

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Internal ID 16e84cdd-d36e-4030-97d2-d5b0fa813242
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 9-hexadecanoyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(CCC5(CCC4(C3(CCC2C1(C)C)C)C)C(=O)O)C(=C)C)C
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(CCC5(CCC4(C3(CCC2C1(C)C)C)C)C(=O)O)C(=C)C)C
InChI InChI=1S/C46H78O4/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-39(47)50-38-27-28-43(6)36(42(38,4)5)26-29-45(8)37(43)24-23-35-40-34(33(2)3)25-30-46(40,41(48)49)32-31-44(35,45)7/h34-38,40H,2,9-32H2,1,3-8H3,(H,48,49)
InChI Key MWHXKEDEGAOXTB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H78O4
Molecular Weight 695.10 g/mol
Exact Mass 694.59001097 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 16.10
Atomic LogP (AlogP) 13.12
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-Hexadecanoyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.8304 83.04%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8241 82.41%
OATP2B1 inhibitior - 0.5618 56.18%
OATP1B1 inhibitior + 0.8432 84.32%
OATP1B3 inhibitior - 0.3315 33.15%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8610 86.10%
P-glycoprotein inhibitior + 0.7094 70.94%
P-glycoprotein substrate - 0.5161 51.61%
CYP3A4 substrate + 0.7156 71.56%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.8818 88.18%
CYP3A4 inhibition - 0.5820 58.20%
CYP2C9 inhibition - 0.8147 81.47%
CYP2C19 inhibition - 0.8320 83.20%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.8840 88.40%
CYP2C8 inhibition + 0.6967 69.67%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6780 67.80%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.8903 89.03%
Skin irritation + 0.5809 58.09%
Skin corrosion - 0.9592 95.92%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3815 38.15%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.6851 68.51%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7385 73.85%
Acute Oral Toxicity (c) III 0.6341 63.41%
Estrogen receptor binding + 0.7137 71.37%
Androgen receptor binding + 0.7746 77.46%
Thyroid receptor binding - 0.5456 54.56%
Glucocorticoid receptor binding + 0.5587 55.87%
Aromatase binding + 0.5901 59.01%
PPAR gamma + 0.6139 61.39%
Honey bee toxicity - 0.7644 76.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6934 69.34%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 96.22% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.80% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.48% 99.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 94.00% 92.86%
CHEMBL5255 O00206 Toll-like receptor 4 92.36% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.63% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.52% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 91.52% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.33% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.19% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.06% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.77% 91.19%
CHEMBL4302 P08183 P-glycoprotein 1 89.51% 92.98%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.36% 95.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.34% 97.29%
CHEMBL233 P35372 Mu opioid receptor 89.20% 97.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.85% 96.38%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 88.45% 91.83%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.04% 82.50%
CHEMBL299 P17252 Protein kinase C alpha 87.83% 98.03%
CHEMBL3524 P56524 Histone deacetylase 4 86.88% 92.97%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.19% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.05% 95.50%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.42% 96.09%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 84.12% 87.16%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.01% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.27% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.50% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.28% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.22% 92.94%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.83% 94.33%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 81.28% 96.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.86% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.64% 93.56%

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.
Diploknema butyracea

Cross-Links

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PubChem 162857261
LOTUS LTS0237486
wikiData Q105173585