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[(2S,3R,4S,5R)-2-[2-[(2R,4aS,7R,8aR)-7-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate

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 3734d949-cc61-4ea5-8dec-a56237fca0a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(2S,3R,4S,5R)-2-[2-[(2R,4aS,7R,8aR)-7-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(COC1OC(C)(C)C2CCC3(CCC(C(=C)C3C2)O)C)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]([C@@H](CO[C@H]1OC(C)(C)[C@@H]2CC[C@]3(CC[C@H](C(=C)[C@@H]3C2)O)C)O)O
InChI InChI=1S/C22H36O7/c1-12-15-10-14(6-8-22(15,5)9-7-16(12)24)21(3,4)29-20-19(28-13(2)23)18(26)17(25)11-27-20/h14-20,24-26H,1,6-11H2,2-5H3/t14-,15+,16-,17-,18+,19-,20+,22+/m1/s1
InChI Key VVVNXSUSPGKXID-QDVNZPGHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H36O7
Molecular Weight 412.50 g/mol
Exact Mass 412.24610348 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.92
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R)-2-[2-[(2R,4aS,7R,8aR)-7-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9365 93.65%
Caco-2 - 0.6937 69.37%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8504 85.04%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8976 89.76%
OATP1B3 inhibitior + 0.8523 85.23%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7318 73.18%
BSEP inhibitior + 0.7221 72.21%
P-glycoprotein inhibitior - 0.6681 66.81%
P-glycoprotein substrate - 0.6687 66.87%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.7823 78.23%
CYP2C9 inhibition - 0.7514 75.14%
CYP2C19 inhibition - 0.7219 72.19%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.5580 55.80%
CYP2C8 inhibition - 0.5616 56.16%
CYP inhibitory promiscuity - 0.9645 96.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6767 67.67%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9313 93.13%
Skin irritation - 0.5122 51.22%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5365 53.65%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6051 60.51%
skin sensitisation - 0.8169 81.69%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7505 75.05%
Acute Oral Toxicity (c) III 0.5833 58.33%
Estrogen receptor binding + 0.7186 71.86%
Androgen receptor binding + 0.5483 54.83%
Thyroid receptor binding + 0.5344 53.44%
Glucocorticoid receptor binding + 0.6864 68.64%
Aromatase binding + 0.6261 62.61%
PPAR gamma - 0.4840 48.40%
Honey bee toxicity - 0.6590 65.90%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9895 98.95%

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 97.77% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.39% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.95% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.54% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.77% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.41% 89.00%
CHEMBL1871 P10275 Androgen Receptor 90.57% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.39% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 90.33% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.49% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.82% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.43% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.95% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.44% 91.19%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.14% 82.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.10% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 83.09% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.08% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.75% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.53% 97.28%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.59% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.43% 92.50%
CHEMBL5028 O14672 ADAM10 80.65% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 80.63% 97.79%

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.
Iphiona scabra

Cross-Links

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PubChem 162880650
LOTUS LTS0139747
wikiData Q105297919