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[(2S,3S,4R,5R)-2-[[(1S,4R,4aS,6R,8aR)-6-[(2E,4E)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-4,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-1-yl]oxy]-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 94325cb6-c259-490a-8bf2-4647a396fb76
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(2S,3S,4R,5R)-2-[[(1S,4R,4aS,6R,8aR)-6-[(2E,4E)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-4,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-1-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
SMILES (Canonical) CC1CCC(C2C1(CC(CC2)C(=CC=CC(C)(C)O)C)C)OC3C(C(C(CO3)O)O)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@H]2[C@]1(C[C@@H](CC2)/C(=C/C=C/C(C)(C)O)/C)C)O[C@H]3[C@H]([C@@H]([C@@H](CO3)O)O)OC(=O)C
InChI InChI=1S/C27H44O7/c1-16(8-7-13-26(4,5)31)19-10-11-20-22(12-9-17(2)27(20,6)14-19)34-25-24(33-18(3)28)23(30)21(29)15-32-25/h7-8,13,17,19-25,29-31H,9-12,14-15H2,1-6H3/b13-7+,16-8+/t17-,19-,20+,21-,22+,23-,24+,25+,27+/m1/s1
InChI Key MRYOFKDORPTZIE-GGKBAMGWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O7
Molecular Weight 480.60 g/mol
Exact Mass 480.30870374 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R)-2-[[(1S,4R,4aS,6R,8aR)-6-[(2E,4E)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-4,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-1-yl]oxy]-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 + 0.9656 96.56%
Caco-2 - 0.6936 69.36%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8649 86.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8744 87.44%
OATP1B3 inhibitior + 0.8930 89.30%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7568 75.68%
BSEP inhibitior + 0.7788 77.88%
P-glycoprotein inhibitior - 0.4375 43.75%
P-glycoprotein substrate - 0.5450 54.50%
CYP3A4 substrate + 0.7271 72.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.8570 85.70%
CYP2C9 inhibition - 0.8380 83.80%
CYP2C19 inhibition - 0.8619 86.19%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.6390 63.90%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9703 97.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6586 65.86%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9569 95.69%
Skin irritation - 0.5985 59.85%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5642 56.42%
skin sensitisation - 0.8077 80.77%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6858 68.58%
Acute Oral Toxicity (c) III 0.4395 43.95%
Estrogen receptor binding + 0.6938 69.38%
Androgen receptor binding - 0.5680 56.80%
Thyroid receptor binding + 0.5725 57.25%
Glucocorticoid receptor binding + 0.5858 58.58%
Aromatase binding + 0.6402 64.02%
PPAR gamma + 0.5370 53.70%
Honey bee toxicity - 0.6014 60.14%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9762 97.62%

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 99.55% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.63% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.95% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.40% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.50% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.43% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 88.40% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.60% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.53% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.00% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.45% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.29% 95.93%
CHEMBL2581 P07339 Cathepsin D 84.12% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.76% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.36% 85.31%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 82.21% 82.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.16% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 81.85% 97.05%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.64% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.10% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.68% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.65% 94.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.36% 91.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163040622
LOTUS LTS0182874
wikiData Q105171010