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N-[(2S,3R,4R)-7-[(3R,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadec-9-enamide

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 bebdf85c-b4a7-4c13-9fd4-c50aef182683
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids > Bacteriohopanoids
IUPAC Name N-[(2S,3R,4R)-7-[(3R,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadec-9-enamide
SMILES (Canonical) CCCCCCC=CCCCCCCCC(=O)NCC(C(C(CCC(C)C1CCC2(C1CCC3(C2CCC4C3(CCC5C4(CCCC5(C)C)C)C)C)C)O)O)O
SMILES (Isomeric) CCCCCCC=CCCCCCCCC(=O)NC[C@@H]([C@@H]([C@@H](CCC(C)[C@H]1CC[C@]2(C1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCCC5(C)C)C)C)C)C)O)O)O
InChI InChI=1S/C51H91NO4/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-23-45(55)52-36-41(54)46(56)40(53)25-24-37(2)38-28-33-48(5)39(38)29-34-50(7)43(48)26-27-44-49(6)32-22-31-47(3,4)42(49)30-35-51(44,50)8/h14-15,37-44,46,53-54,56H,9-13,16-36H2,1-8H3,(H,52,55)/t37?,38-,39?,40-,41+,42+,43-,44-,46-,48+,49+,50-,51-/m1/s1
InChI Key VVUXSAGBXAXMMD-ZZBPEHDDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H91NO4
Molecular Weight 782.30 g/mol
Exact Mass 781.69481038 g/mol
Topological Polar Surface Area (TPSA) 89.80 Ų
XlogP 15.50
Atomic LogP (AlogP) 12.35
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[(2S,3R,4R)-7-[(3R,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadec-9-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9632 96.32%
Caco-2 - 0.8553 85.53%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6497 64.97%
OATP2B1 inhibitior - 0.5681 56.81%
OATP1B1 inhibitior + 0.7835 78.35%
OATP1B3 inhibitior + 0.9281 92.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7633 76.33%
BSEP inhibitior + 0.6250 62.50%
P-glycoprotein inhibitior + 0.7227 72.27%
P-glycoprotein substrate + 0.5681 56.81%
CYP3A4 substrate + 0.7105 71.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8397 83.97%
CYP3A4 inhibition - 0.7729 77.29%
CYP2C9 inhibition - 0.7215 72.15%
CYP2C19 inhibition - 0.7415 74.15%
CYP2D6 inhibition - 0.8338 83.38%
CYP1A2 inhibition - 0.8544 85.44%
CYP2C8 inhibition + 0.6038 60.38%
CYP inhibitory promiscuity - 0.5089 50.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6824 68.24%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.7706 77.06%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.8288 82.88%
Human Ether-a-go-go-Related Gene inhibition + 0.6475 64.75%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.6542 65.42%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.9329 93.29%
Acute Oral Toxicity (c) III 0.6141 61.41%
Estrogen receptor binding + 0.7510 75.10%
Androgen receptor binding + 0.7800 78.00%
Thyroid receptor binding - 0.5546 55.46%
Glucocorticoid receptor binding + 0.6610 66.10%
Aromatase binding + 0.6400 64.00%
PPAR gamma + 0.6620 66.20%
Honey bee toxicity - 0.8328 83.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6478 64.78%
Fish aquatic toxicity + 0.9241 92.41%

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
CHEMBL2581 P07339 Cathepsin D 98.97% 98.95%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 97.99% 97.29%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.49% 95.17%
CHEMBL240 Q12809 HERG 97.05% 89.76%
CHEMBL325 Q13547 Histone deacetylase 1 97.00% 95.92%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.00% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.57% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.49% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 94.18% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.50% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.18% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 92.90% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.47% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.66% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.62% 85.31%
CHEMBL1937 Q92769 Histone deacetylase 2 91.02% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.90% 82.69%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 90.04% 89.33%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 89.69% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.40% 92.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.37% 92.86%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.15% 90.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 88.12% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.92% 90.08%
CHEMBL2514 O95665 Neurotensin receptor 2 87.59% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.08% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.74% 96.47%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.20% 95.71%
CHEMBL1829 O15379 Histone deacetylase 3 85.84% 95.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 85.73% 94.66%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.38% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.79% 91.24%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.62% 91.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.28% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.00% 93.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.50% 95.58%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.46% 94.33%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 83.23% 96.67%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.02% 93.03%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.80% 89.34%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.75% 82.50%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.54% 85.94%
CHEMBL3401 O75469 Pregnane X receptor 81.82% 94.73%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 81.48% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.28% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.83% 91.19%

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.
There are no matching plants.

Cross-Links

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PubChem 139586578
LOTUS LTS0160750
wikiData Q105297912