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(2R,5S)-alpha,alpha,5-Trimethyl-5-[(1R,4E,8E,12R,13R)-1,12,13-trihydroxy-4,9,13,17-tetramethyl-4,8,16-octadecatrienyl]tetrahydrofuran-2-methanol

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 227f84ea-13c5-412f-87f8-c76d3a1d2bd6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,4E,8E,12R,13R)-1-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,9,13,17-tetramethyloctadeca-4,8,16-triene-1,12,13-triol
SMILES (Canonical) CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C1(CCC(O1)C(C)(C)O)C)O)C)O)O)C
SMILES (Isomeric) CC(=CCC[C@](C)([C@@H](CC/C(=C/CC/C=C(\C)/CC[C@H]([C@@]1(CC[C@@H](O1)C(C)(C)O)C)O)/C)O)O)C
InChI InChI=1S/C30H54O5/c1-22(2)12-11-20-29(7,34)25(31)17-15-23(3)13-9-10-14-24(4)16-18-26(32)30(8)21-19-27(35-30)28(5,6)33/h12-14,25-27,31-34H,9-11,15-21H2,1-8H3/b23-13+,24-14+/t25-,26-,27-,29-,30+/m1/s1
InChI Key DUEKBXNGHHYHSK-DRDWPDLESA-N
Popularity 0 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 5.90
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 (2R,5S)-alpha,alpha,5-Trimethyl-5-[(1R,4E,8E,12R,13R)-1,12,13-trihydroxy-4,9,13,17-tetramethyl-4,8,16-octadecatrienyl]tetrahydrofuran-2-methanol

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 - 0.7054 70.54%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5417 54.17%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8976 89.76%
OATP1B3 inhibitior + 0.9533 95.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6950 69.50%
P-glycoprotein inhibitior + 0.5776 57.76%
P-glycoprotein substrate - 0.6510 65.10%
CYP3A4 substrate + 0.6471 64.71%
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 - 0.7613 76.13%
CYP inhibitory promiscuity - 0.8225 82.25%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.6278 62.78%
Eye corrosion - 0.9712 97.12%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.5915 59.15%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5168 51.68%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6226 62.26%
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 - 0.5796 57.96%
Acute Oral Toxicity (c) III 0.6078 60.78%
Estrogen receptor binding + 0.6266 62.66%
Androgen receptor binding - 0.5838 58.38%
Thyroid receptor binding + 0.5875 58.75%
Glucocorticoid receptor binding + 0.6347 63.47%
Aromatase binding + 0.6145 61.45%
PPAR gamma + 0.5558 55.58%
Honey bee toxicity - 0.6764 67.64%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6200 62.00%
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 97.92% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.57% 96.61%
CHEMBL2581 P07339 Cathepsin D 91.48% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.26% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.42% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.89% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 87.44% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.23% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.94% 92.88%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.47% 95.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.79% 95.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 85.28% 92.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.27% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.08% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.89% 96.90%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.77% 93.56%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.29% 97.47%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.19% 98.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.03% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.58% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.47% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.19% 97.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.76% 89.34%
CHEMBL233 P35372 Mu opioid receptor 80.53% 97.93%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.35% 98.33%

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 101710770
LOTUS LTS0019388
wikiData Q104989193