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(1R,4E,8R,9R)-1-[(2S,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]-5,9,13-trimethyltetradeca-4,12-diene-1,8,9-triol

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 b6493be5-d69e-450d-a8da-3976ee1031ff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,4E,8R,9R)-1-[(2S,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]-5,9,13-trimethyltetradeca-4,12-diene-1,8,9-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H54O5/c1-22(2)12-10-19-28(6,33)25(31)17-16-24(5)14-9-15-26(32)30(8)21-18-27(35-30)29(7,34)20-11-13-23(3)4/h12-14,25-27,31-34H,9-11,15-21H2,1-8H3/b24-14+/t25-,26-,27-,28-,29+,30+/m1/s1
InChI Key XDYXRSBYHORHED-WLDZDALNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H54O5
Molecular Weight 494.70 g/mol
Exact Mass 494.39712482 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.15
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4E,8R,9R)-1-[(2S,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]-5,9,13-trimethyltetradeca-4,12-diene-1,8,9-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9490 94.90%
Caco-2 - 0.7288 72.88%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5417 54.17%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8981 89.81%
OATP1B3 inhibitior + 0.9533 95.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7125 71.25%
P-glycoprotein inhibitior - 0.4546 45.46%
P-glycoprotein substrate - 0.6523 65.23%
CYP3A4 substrate + 0.6454 64.54%
CYP2C9 substrate - 0.8005 80.05%
CYP2D6 substrate - 0.7637 76.37%
CYP3A4 inhibition - 0.7737 77.37%
CYP2C9 inhibition - 0.7227 72.27%
CYP2C19 inhibition - 0.6802 68.02%
CYP2D6 inhibition - 0.9126 91.26%
CYP1A2 inhibition - 0.7211 72.11%
CYP2C8 inhibition - 0.7730 77.30%
CYP inhibitory promiscuity - 0.8225 82.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.6278 62.78%
Eye corrosion - 0.9712 97.12%
Eye irritation - 0.9270 92.70%
Skin irritation - 0.5915 59.15%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4483 44.83%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7101 71.01%
skin sensitisation - 0.5563 55.63%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5183 51.83%
Acute Oral Toxicity (c) III 0.6078 60.78%
Estrogen receptor binding + 0.6898 68.98%
Androgen receptor binding - 0.5433 54.33%
Thyroid receptor binding + 0.6067 60.67%
Glucocorticoid receptor binding + 0.6470 64.70%
Aromatase binding + 0.6881 68.81%
PPAR gamma + 0.5861 58.61%
Honey bee toxicity - 0.7098 70.98%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9019 90.19%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.36% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.21% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.89% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.38% 97.09%
CHEMBL233 P35372 Mu opioid receptor 90.17% 97.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.05% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.55% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.58% 100.00%
CHEMBL236 P41143 Delta opioid receptor 86.47% 99.35%
CHEMBL3401 O75469 Pregnane X receptor 86.21% 94.73%
CHEMBL2431 P31751 Serine/threonine-protein kinase AKT2 85.75% 98.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.63% 94.45%
CHEMBL284 P27487 Dipeptidyl peptidase IV 85.42% 95.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.94% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.38% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.84% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.76% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.41% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.24% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.42% 96.90%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.35% 98.05%
CHEMBL340 P08684 Cytochrome P450 3A4 82.26% 91.19%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.20% 85.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.11% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.22% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.16% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.82% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.51% 97.50%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.38% 98.33%
CHEMBL237 P41145 Kappa opioid receptor 80.32% 98.10%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.29% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.06% 89.00%

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.
Simaba orinocensis

Cross-Links

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PubChem 162971880
LOTUS LTS0154395
wikiData Q105326155