Acanthoglabrolide

Details

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Internal ID 888366d4-9711-4ae1-a580-021de5e8c85a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(6Z,10E)-6-formyl-10-methyl-3-methylidene-5-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-hydroxy-2-methylpropanoate
SMILES (Canonical) CC1=CC2C(C(C(C(=CCC1)C=O)OC(=O)C(C)C)OC(=O)C(C)(C)O)C(=C)C(=O)O2
SMILES (Isomeric) C/C/1=C\C2C(C(C(/C(=C/CC1)/C=O)OC(=O)C(C)C)OC(=O)C(C)(C)O)C(=C)C(=O)O2
InChI InChI=1S/C23H30O8/c1-12(2)20(25)30-18-15(11-24)9-7-8-13(3)10-16-17(14(4)21(26)29-16)19(18)31-22(27)23(5,6)28/h9-12,16-19,28H,4,7-8H2,1-3,5-6H3/b13-10+,15-9+
InChI Key VJHCWQQVNXOXRL-ZINDJXDISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O8
Molecular Weight 434.50 g/mol
Exact Mass 434.19406791 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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NSC277280
NSC-277280
ACANTHOGLABROLIDE B800379K268

2D Structure

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2D Structure of Acanthoglabrolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9805 98.05%
Caco-2 - 0.5763 57.63%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6292 62.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8579 85.79%
OATP1B3 inhibitior + 0.7940 79.40%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8294 82.94%
P-glycoprotein inhibitior + 0.6924 69.24%
P-glycoprotein substrate - 0.6429 64.29%
CYP3A4 substrate + 0.6380 63.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9072 90.72%
CYP3A4 inhibition - 0.7159 71.59%
CYP2C9 inhibition - 0.7977 79.77%
CYP2C19 inhibition - 0.8404 84.04%
CYP2D6 inhibition - 0.9072 90.72%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.4446 44.46%
CYP inhibitory promiscuity - 0.9142 91.42%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5057 50.57%
Eye corrosion - 0.9622 96.22%
Eye irritation - 0.8674 86.74%
Skin irritation - 0.5366 53.66%
Skin corrosion - 0.8624 86.24%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4519 45.19%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5793 57.93%
skin sensitisation - 0.6142 61.42%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.4900 49.00%
Acute Oral Toxicity (c) III 0.5037 50.37%
Estrogen receptor binding + 0.7644 76.44%
Androgen receptor binding + 0.5948 59.48%
Thyroid receptor binding + 0.6203 62.03%
Glucocorticoid receptor binding + 0.7783 77.83%
Aromatase binding - 0.4948 49.48%
PPAR gamma + 0.7401 74.01%
Honey bee toxicity - 0.7165 71.65%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9804 98.04%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.53% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.55% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.58% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 90.77% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.68% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.77% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.77% 98.75%
CHEMBL2581 P07339 Cathepsin D 87.45% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.51% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.08% 99.23%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.26% 90.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.23% 97.36%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.76% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.59% 86.33%
CHEMBL5028 O14672 ADAM10 81.64% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.29% 97.14%

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.
Acanthospermum glabratum

Cross-Links

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PubChem 54598650
NPASS NPC186510