[5-Acetyloxy-3,4-dihydroxy-6-(7-methyl-3-methylidene-8-oxooct-6-enoxy)oxan-2-yl]methyl acetate

Details

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Internal ID 43da0149-f5b2-450a-9457-6641ac7a9631
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [5-acetyloxy-3,4-dihydroxy-6-(7-methyl-3-methylidene-8-oxooct-6-enoxy)oxan-2-yl]methyl acetate
SMILES (Canonical) CC(=CCCC(=C)CCOC1C(C(C(C(O1)COC(=O)C)O)O)OC(=O)C)C=O
SMILES (Isomeric) CC(=CCCC(=C)CCOC1C(C(C(C(O1)COC(=O)C)O)O)OC(=O)C)C=O
InChI InChI=1S/C20H30O9/c1-12(6-5-7-13(2)10-21)8-9-26-20-19(28-15(4)23)18(25)17(24)16(29-20)11-27-14(3)22/h7,10,16-20,24-25H,1,5-6,8-9,11H2,2-4H3
InChI Key SPUFLMMXZLACMX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O9
Molecular Weight 414.40 g/mol
Exact Mass 414.18898253 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-Acetyloxy-3,4-dihydroxy-6-(7-methyl-3-methylidene-8-oxooct-6-enoxy)oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4871 48.71%
Caco-2 - 0.7131 71.31%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.9175 91.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8382 83.82%
OATP1B3 inhibitior + 0.9243 92.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7192 71.92%
P-glycoprotein inhibitior - 0.5141 51.41%
P-glycoprotein substrate - 0.8612 86.12%
CYP3A4 substrate + 0.6378 63.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8921 89.21%
CYP3A4 inhibition - 0.8016 80.16%
CYP2C9 inhibition - 0.8789 87.89%
CYP2C19 inhibition - 0.7272 72.72%
CYP2D6 inhibition - 0.8946 89.46%
CYP1A2 inhibition - 0.7561 75.61%
CYP2C8 inhibition - 0.7213 72.13%
CYP inhibitory promiscuity - 0.9664 96.64%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7363 73.63%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.9373 93.73%
Skin irritation - 0.7153 71.53%
Skin corrosion - 0.9578 95.78%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5497 54.97%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6784 67.84%
skin sensitisation - 0.8696 86.96%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity - 0.5444 54.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7916 79.16%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.7737 77.37%
Androgen receptor binding - 0.7456 74.56%
Thyroid receptor binding + 0.5258 52.58%
Glucocorticoid receptor binding + 0.6158 61.58%
Aromatase binding + 0.5382 53.82%
PPAR gamma + 0.6067 60.67%
Honey bee toxicity - 0.6897 68.97%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9675 96.75%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.15% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.61% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.81% 89.34%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.83% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.79% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.46% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 88.44% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 87.67% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 87.23% 95.93%
CHEMBL5957 P21589 5'-nucleotidase 86.33% 97.78%
CHEMBL340 P08684 Cytochrome P450 3A4 85.45% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.94% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.05% 94.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.77% 93.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.44% 86.92%

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.
Tetraneuris ivesiana

Cross-Links

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PubChem 72739512
LOTUS LTS0032294
wikiData Q105257596