[(1S,5R,6S)-5-acetyloxy-3-(hydroxymethyl)-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] 4-hydroxy-2-methylidenebutanoate

Details

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Internal ID c136b82d-da38-4c9c-aebb-5eb0e333d3f7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
IUPAC Name [(1S,5R,6S)-5-acetyloxy-3-(hydroxymethyl)-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] 4-hydroxy-2-methylidenebutanoate
SMILES (Canonical) CC(C)C1C(C=C(C(=O)C1OC(=O)C)CO)OC(=O)C(=C)CCO
SMILES (Isomeric) CC(C)[C@H]1[C@H](C=C(C(=O)[C@@H]1OC(=O)C)CO)OC(=O)C(=C)CCO
InChI InChI=1S/C17H24O7/c1-9(2)14-13(24-17(22)10(3)5-6-18)7-12(8-19)15(21)16(14)23-11(4)20/h7,9,13-14,16,18-19H,3,5-6,8H2,1-2,4H3/t13-,14-,16+/m0/s1
InChI Key KPUFMQWBDCFTAX-OFQRWUPVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O7
Molecular Weight 340.40 g/mol
Exact Mass 340.15220310 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.54
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,5R,6S)-5-acetyloxy-3-(hydroxymethyl)-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] 4-hydroxy-2-methylidenebutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9256 92.56%
Caco-2 - 0.6030 60.30%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8857 88.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8960 89.60%
OATP1B3 inhibitior + 0.9344 93.44%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.8358 83.58%
P-glycoprotein inhibitior - 0.8161 81.61%
P-glycoprotein substrate - 0.6596 65.96%
CYP3A4 substrate + 0.5457 54.57%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.9071 90.71%
CYP3A4 inhibition - 0.7880 78.80%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8191 81.91%
CYP2D6 inhibition - 0.8424 84.24%
CYP1A2 inhibition - 0.8744 87.44%
CYP2C8 inhibition - 0.8788 87.88%
CYP inhibitory promiscuity - 0.9564 95.64%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7538 75.38%
Carcinogenicity (trinary) Non-required 0.7300 73.00%
Eye corrosion - 0.9635 96.35%
Eye irritation - 0.7882 78.82%
Skin irritation - 0.7387 73.87%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5829 58.29%
Micronuclear - 0.8141 81.41%
Hepatotoxicity + 0.5215 52.15%
skin sensitisation + 0.4849 48.49%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.5655 56.55%
Acute Oral Toxicity (c) III 0.7067 70.67%
Estrogen receptor binding - 0.5387 53.87%
Androgen receptor binding - 0.6836 68.36%
Thyroid receptor binding - 0.6581 65.81%
Glucocorticoid receptor binding - 0.4719 47.19%
Aromatase binding - 0.5110 51.10%
PPAR gamma - 0.5971 59.71%
Honey bee toxicity - 0.8380 83.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.8350 83.50%
Fish aquatic toxicity + 0.7885 78.85%

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
CHEMBL2581 P07339 Cathepsin D 97.70% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.79% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.01% 99.17%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.87% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.99% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.54% 90.08%
CHEMBL2996 Q05655 Protein kinase C delta 80.98% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 80.88% 91.19%

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.
Sphaeranthus suaveolens

Cross-Links

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PubChem 101705408
LOTUS LTS0045508
wikiData Q105144384