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[(3S,4R,5S,6R)-4,5-diacetyloxy-6-[2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]propan-2-yloxy]oxan-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 b91efb22-7ca9-45bc-9744-f44af96a5c9c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Elemane sesquiterpenoids
IUPAC Name [(3S,4R,5S,6R)-4,5-diacetyloxy-6-[2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]propan-2-yloxy]oxan-3-yl] acetate
SMILES (Canonical) CC(=C)C1CC(CCC1(C)C=C)C(C)(C)OC2C(C(C(CO2)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=C)[C@@H]1C[C@@H](CC[C@@]1(C)C=C)C(C)(C)O[C@@H]2[C@H]([C@@H]([C@H](CO2)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C26H40O8/c1-10-26(9)12-11-19(13-20(26)15(2)3)25(7,8)34-24-23(33-18(6)29)22(32-17(5)28)21(14-30-24)31-16(4)27/h10,19-24H,1-2,11-14H2,3-9H3/t19-,20+,21+,22-,23+,24-,26-/m1/s1
InChI Key ZPOOSVJZTRZXBU-OZMWRSJQSA-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 4.60
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5S,6R)-4,5-diacetyloxy-6-[2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]propan-2-yloxy]oxan-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 + 0.9601 96.01%
Caco-2 - 0.7405 74.05%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8722 87.22%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8916 89.16%
OATP1B3 inhibitior + 0.8724 87.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8319 83.19%
P-glycoprotein inhibitior + 0.7329 73.29%
P-glycoprotein substrate - 0.6572 65.72%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8948 89.48%
CYP3A4 inhibition - 0.7887 78.87%
CYP2C9 inhibition - 0.8064 80.64%
CYP2C19 inhibition - 0.7553 75.53%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.6506 65.06%
CYP2C8 inhibition + 0.4718 47.18%
CYP inhibitory promiscuity - 0.8897 88.97%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9028 90.28%
Carcinogenicity (trinary) Non-required 0.6157 61.57%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.8696 86.96%
Skin irritation - 0.6019 60.19%
Skin corrosion - 0.9567 95.67%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5825 58.25%
skin sensitisation - 0.7524 75.24%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity + 0.4510 45.10%
Acute Oral Toxicity (c) III 0.5925 59.25%
Estrogen receptor binding + 0.7763 77.63%
Androgen receptor binding + 0.5702 57.02%
Thyroid receptor binding + 0.5993 59.93%
Glucocorticoid receptor binding + 0.6966 69.66%
Aromatase binding + 0.6289 62.89%
PPAR gamma + 0.6630 66.30%
Honey bee toxicity - 0.5505 55.05%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9944 99.44%

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
CHEMBL1951 P21397 Monoamine oxidase A 97.72% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.36% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.16% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 92.59% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.09% 94.45%
CHEMBL1871 P10275 Androgen Receptor 91.18% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.70% 92.94%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.87% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.51% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.49% 99.23%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.58% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.26% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.11% 100.00%
CHEMBL5028 O14672 ADAM10 84.94% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.74% 97.33%
CHEMBL204 P00734 Thrombin 84.31% 96.01%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.30% 83.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.08% 82.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.01% 97.14%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.98% 94.42%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.91% 96.09%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.55% 97.31%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.11% 89.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.61% 95.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.81% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.76% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.73% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.39% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.00% 94.33%

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.
Iphiona scabra

Cross-Links

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PubChem 163001586
LOTUS LTS0170256
wikiData Q105381066