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[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-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]chrysen-9-yl] (2Z,4E,6E)-7-hydroxy-4-methylnona-2,4,6,8-tetraenoate

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 a04f7cea-bb2a-42d9-9b97-03f9afbbc012
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-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]chrysen-9-yl] (2Z,4E,6E)-7-hydroxy-4-methylnona-2,4,6,8-tetraenoate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC(=CC=C(C=C)O)C)C)CO
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)/C=C\C(=C\C=C(/C=C)\O)\C)C)CO
InChI InChI=1S/C40H60O4/c1-10-28(42)13-11-27(4)12-16-34(43)44-33-19-20-37(7)31(36(33,5)6)18-21-39(9)32(37)15-14-30-35-29(26(2)3)17-22-40(35,25-41)24-23-38(30,39)8/h10-13,16,29-33,35,41-42H,1-2,14-15,17-25H2,3-9H3/b16-12-,27-11+,28-13+/t29-,30+,31-,32+,33-,35+,37-,38+,39+,40+/m0/s1
InChI Key KIGXWSPZHNNLTH-AEFUXCPASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H60O4
Molecular Weight 604.90 g/mol
Exact Mass 604.44916039 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 11.40
Atomic LogP (AlogP) 9.68
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-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]chrysen-9-yl] (2Z,4E,6E)-7-hydroxy-4-methylnona-2,4,6,8-tetraenoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 - 0.8281 82.81%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8603 86.03%
OATP2B1 inhibitior - 0.5692 56.92%
OATP1B1 inhibitior + 0.8567 85.67%
OATP1B3 inhibitior - 0.3485 34.85%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5869 58.69%
BSEP inhibitior + 0.9497 94.97%
P-glycoprotein inhibitior + 0.7207 72.07%
P-glycoprotein substrate + 0.5128 51.28%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9072 90.72%
CYP3A4 inhibition - 0.7487 74.87%
CYP2C9 inhibition - 0.7941 79.41%
CYP2C19 inhibition - 0.9076 90.76%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition - 0.8580 85.80%
CYP2C8 inhibition + 0.7432 74.32%
CYP inhibitory promiscuity - 0.7030 70.30%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6868 68.68%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9270 92.70%
Skin irritation - 0.5268 52.68%
Skin corrosion - 0.9696 96.96%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8100 81.00%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7848 78.48%
skin sensitisation - 0.8253 82.53%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6916 69.16%
Acute Oral Toxicity (c) III 0.7423 74.23%
Estrogen receptor binding + 0.7370 73.70%
Androgen receptor binding + 0.7819 78.19%
Thyroid receptor binding + 0.5179 51.79%
Glucocorticoid receptor binding + 0.7253 72.53%
Aromatase binding + 0.7271 72.71%
PPAR gamma + 0.7105 71.05%
Honey bee toxicity - 0.6927 69.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
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
CHEMBL4040 P28482 MAP kinase ERK2 99.69% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.32% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.47% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.40% 91.19%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 91.38% 96.09%
CHEMBL233 P35372 Mu opioid receptor 89.25% 97.93%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 88.95% 97.34%
CHEMBL2664 P23526 Adenosylhomocysteinase 88.94% 86.67%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.61% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.73% 91.11%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 85.02% 82.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.51% 86.33%
CHEMBL2581 P07339 Cathepsin D 84.48% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.08% 93.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.66% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.42% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.41% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.11% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.99% 95.89%
CHEMBL3524 P56524 Histone deacetylase 4 82.94% 92.97%
CHEMBL1275221 Q96LA8 Protein arginine N-methyltransferase 6 82.70% 98.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.96% 95.50%
CHEMBL5028 O14672 ADAM10 81.94% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.71% 89.44%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.63% 96.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.52% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.65% 91.07%

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.
Ceriops tagal

Cross-Links

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PubChem 163028337
LOTUS LTS0271915
wikiData Q105141511