(6-hydroxy-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-9-yl) 2-(hydroxymethyl)prop-2-enoate

Details

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Internal ID 2c3f932c-d3a3-451f-aa8d-13883da53a9e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
IUPAC Name (6-hydroxy-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-9-yl) 2-(hydroxymethyl)prop-2-enoate
SMILES (Canonical) CC1CC2C(C(C(=O)O2)C)C(C3(C1C(CC3=O)O)C)OC(=O)C(=C)CO
SMILES (Isomeric) CC1CC2C(C(C(=O)O2)C)C(C3(C1C(CC3=O)O)C)OC(=O)C(=C)CO
InChI InChI=1S/C19H26O7/c1-8-5-12-14(10(3)18(24)25-12)16(26-17(23)9(2)7-20)19(4)13(22)6-11(21)15(8)19/h8,10-12,14-16,20-21H,2,5-7H2,1,3-4H3
InChI Key KPJLVHPJLQHZBA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H26O7
Molecular Weight 366.40 g/mol
Exact Mass 366.16785316 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.62
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6-hydroxy-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-9-yl) 2-(hydroxymethyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9719 97.19%
Caco-2 + 0.5366 53.66%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5349 53.49%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8887 88.87%
OATP1B3 inhibitior + 0.9026 90.26%
MATE1 inhibitior - 0.8612 86.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7916 79.16%
P-glycoprotein inhibitior - 0.6466 64.66%
P-glycoprotein substrate - 0.5478 54.78%
CYP3A4 substrate + 0.6510 65.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8898 88.98%
CYP3A4 inhibition - 0.6075 60.75%
CYP2C9 inhibition - 0.8057 80.57%
CYP2C19 inhibition - 0.8629 86.29%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.6548 65.48%
CYP2C8 inhibition - 0.7759 77.59%
CYP inhibitory promiscuity - 0.8979 89.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5982 59.82%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9505 95.05%
Skin irritation - 0.5526 55.26%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis - 0.5708 57.08%
Human Ether-a-go-go-Related Gene inhibition - 0.5473 54.73%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.7111 71.11%
skin sensitisation - 0.8193 81.93%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7870 78.70%
Acute Oral Toxicity (c) III 0.4100 41.00%
Estrogen receptor binding + 0.6977 69.77%
Androgen receptor binding + 0.5943 59.43%
Thyroid receptor binding + 0.5378 53.78%
Glucocorticoid receptor binding - 0.4836 48.36%
Aromatase binding + 0.5904 59.04%
PPAR gamma + 0.5475 54.75%
Honey bee toxicity - 0.7895 78.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9679 96.79%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.48% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.64% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.30% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 88.26% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.90% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.39% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.25% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.55% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.11% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.04% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 83.02% 94.75%
CHEMBL299 P17252 Protein kinase C alpha 82.77% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.64% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.06% 90.08%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.12% 92.94%

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.
Monactis macbridei

Cross-Links

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PubChem 163034298
LOTUS LTS0197012
wikiData Q105144236