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[(3R,4S,5R,6S)-6-[2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-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 db181203-8d15-42d2-8631-50b68cef5313
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(3R,4S,5R,6S)-6-[2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-3-yl] acetate
SMILES (Canonical) CC1=C2CC(CCC2(CCC1)C)C(C)(C)OC3C(C(C(CO3)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=C2C[C@@H](CC[C@]2(CCC1)C)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H](CO3)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C26H40O8/c1-15-9-8-11-26(7)12-10-19(13-20(15)26)25(5,6)34-24-23(33-18(4)29)22(32-17(3)28)21(14-30-24)31-16(2)27/h19,21-24H,8-14H2,1-7H3/t19-,21-,22+,23-,24+,26-/m1/s1
InChI Key DKBVAGXUMFWZAV-YWSZBWRTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O8
Molecular Weight 480.60 g/mol
Exact Mass 480.27231823 g/mol
Topological Polar Surface Area (TPSA) 97.40 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.24
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4S,5R,6S)-6-[2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-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 + 0.9841 98.41%
Caco-2 - 0.6333 63.33%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8590 85.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8346 83.46%
OATP1B3 inhibitior + 0.9155 91.55%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8695 86.95%
P-glycoprotein inhibitior + 0.8151 81.51%
P-glycoprotein substrate - 0.7693 76.93%
CYP3A4 substrate + 0.7013 70.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8830 88.30%
CYP3A4 inhibition - 0.8501 85.01%
CYP2C9 inhibition - 0.8386 83.86%
CYP2C19 inhibition - 0.8719 87.19%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition - 0.6441 64.41%
CYP2C8 inhibition + 0.4711 47.11%
CYP inhibitory promiscuity - 0.8955 89.55%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6140 61.40%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8790 87.90%
Skin irritation - 0.5879 58.79%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4490 44.90%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.6281 62.81%
skin sensitisation - 0.8003 80.03%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.5866 58.66%
Acute Oral Toxicity (c) III 0.5475 54.75%
Estrogen receptor binding + 0.7980 79.80%
Androgen receptor binding + 0.6479 64.79%
Thyroid receptor binding + 0.5677 56.77%
Glucocorticoid receptor binding + 0.7505 75.05%
Aromatase binding + 0.6135 61.35%
PPAR gamma + 0.6452 64.52%
Honey bee toxicity - 0.7359 73.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9911 99.11%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.18% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.23% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.29% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.45% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.57% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.60% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.54% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.59% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.62% 92.50%
CHEMBL5028 O14672 ADAM10 85.38% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.15% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.59% 94.00%
CHEMBL1914 P06276 Butyrylcholinesterase 84.34% 95.00%
CHEMBL1871 P10275 Androgen Receptor 83.70% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.97% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.86% 96.38%
CHEMBL204 P00734 Thrombin 82.64% 96.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.60% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.46% 83.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.45% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.35% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.60% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.13% 97.09%

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 162816915
LOTUS LTS0262570
wikiData Q104982987