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(7-Hydroxy-6,9a-dimethyl-3-methylidene-2,9-dioxo-3a,4,5,6,6a,7,8,9b-octahydroazuleno[4,5-b]furan-8-yl) 2-(8-hydroxy-3a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydroazulen-5-yl)prop-2-enoate

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 b49254d3-dddf-4676-ac92-abb3d4931fad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
IUPAC Name (7-hydroxy-6,9a-dimethyl-3-methylidene-2,9-dioxo-3a,4,5,6,6a,7,8,9b-octahydroazuleno[4,5-b]furan-8-yl) 2-(8-hydroxy-3a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydroazulen-5-yl)prop-2-enoate
SMILES (Canonical) CC1CCC2C(C3(C1C(C(C3=O)OC(=O)C(=C)C4CCC(C5CCCC5(C4)C)(C)O)O)C)OC(=O)C2=C
SMILES (Isomeric) CC1CCC2C(C3(C1C(C(C3=O)OC(=O)C(=C)C4CCC(C5CCCC5(C4)C)(C)O)O)C)OC(=O)C2=C
InChI InChI=1S/C30H42O7/c1-15-9-10-19-17(3)27(34)37-25(19)30(6)21(15)22(31)23(24(30)32)36-26(33)16(2)18-11-13-29(5,35)20-8-7-12-28(20,4)14-18/h15,18-23,25,31,35H,2-3,7-14H2,1,4-6H3
InChI Key DYCMRJKAALUACX-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H42O7
Molecular Weight 514.60 g/mol
Exact Mass 514.29305367 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 3.91
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 (7-Hydroxy-6,9a-dimethyl-3-methylidene-2,9-dioxo-3a,4,5,6,6a,7,8,9b-octahydroazuleno[4,5-b]furan-8-yl) 2-(8-hydroxy-3a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydroazulen-5-yl)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 + 0.9715 97.15%
Caco-2 - 0.7888 78.88%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6211 62.11%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8655 86.55%
OATP1B3 inhibitior + 0.8827 88.27%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7842 78.42%
BSEP inhibitior - 0.6283 62.83%
P-glycoprotein inhibitior + 0.6480 64.80%
P-glycoprotein substrate - 0.5122 51.22%
CYP3A4 substrate + 0.7088 70.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8926 89.26%
CYP3A4 inhibition - 0.5281 52.81%
CYP2C9 inhibition - 0.5633 56.33%
CYP2C19 inhibition - 0.5781 57.81%
CYP2D6 inhibition - 0.9477 94.77%
CYP1A2 inhibition + 0.6824 68.24%
CYP2C8 inhibition + 0.6183 61.83%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5678 56.78%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9127 91.27%
Skin irritation + 0.5569 55.69%
Skin corrosion - 0.9110 91.10%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5487 54.87%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6283 62.83%
skin sensitisation - 0.8409 84.09%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6054 60.54%
Acute Oral Toxicity (c) II 0.3415 34.15%
Estrogen receptor binding + 0.6856 68.56%
Androgen receptor binding + 0.6905 69.05%
Thyroid receptor binding - 0.5624 56.24%
Glucocorticoid receptor binding + 0.7215 72.15%
Aromatase binding + 0.6832 68.32%
PPAR gamma + 0.6211 62.11%
Honey bee toxicity - 0.7590 75.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5750 57.50%
Fish aquatic toxicity + 0.9887 98.87%

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 98.10% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.98% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.70% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.71% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.61% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.08% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.38% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.65% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.26% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.79% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.91% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.48% 91.07%
CHEMBL5255 O00206 Toll-like receptor 4 84.16% 92.50%
CHEMBL2996 Q05655 Protein kinase C delta 84.09% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.79% 93.04%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.36% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.44% 82.69%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.26% 94.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.94% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.77% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.48% 95.89%
CHEMBL5028 O14672 ADAM10 80.60% 97.50%

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.
Ambrosia psilostachya

Cross-Links

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PubChem 14863934
LOTUS LTS0206087
wikiData Q104991319