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(1S,1'S,2'R,3aS,5S,5'S,5aS,9'S,9aR,10'S,11'S)-2'-hydroxy-2',5,8-trimethyl-6'-methylidenespiro[4,5,5a,6,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-1,14'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-2,7,7'-trione

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 cd2e338b-c4b0-4ea1-8e4b-c13dccdfb29b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (1S,1'S,2'R,3aS,5S,5'S,5aS,9'S,9aR,10'S,11'S)-2'-hydroxy-2',5,8-trimethyl-6'-methylidenespiro[4,5,5a,6,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-1,14'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-2,7,7'-trione
SMILES (Canonical) CC1CC2C(CC3=C(C(=O)CC13)C)C4(CC5C=CC46C5C7C(CCC6(C)O)C(=C)C(=O)O7)C(=O)O2
SMILES (Isomeric) C[C@H]1C[C@H]2[C@H](CC3=C(C(=O)C[C@@H]13)C)[C@]4(C[C@H]5C=C[C@]46[C@H]5[C@@H]7[C@@H](CC[C@@]6(C)O)C(=C)C(=O)O7)C(=O)O2
InChI InChI=1S/C29H34O6/c1-13-9-22-20(10-19-14(2)21(30)11-18(13)19)28(26(32)34-22)12-16-5-8-29(28)23(16)24-17(6-7-27(29,4)33)15(3)25(31)35-24/h5,8,13,16-18,20,22-24,33H,3,6-7,9-12H2,1-2,4H3/t13-,16+,17-,18-,20-,22-,23+,24-,27+,28+,29+/m0/s1
InChI Key JFHBPWUSUGCOPS-KSVBRIKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O6
Molecular Weight 478.60 g/mol
Exact Mass 478.23553880 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,1'S,2'R,3aS,5S,5'S,5aS,9'S,9aR,10'S,11'S)-2'-hydroxy-2',5,8-trimethyl-6'-methylidenespiro[4,5,5a,6,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-1,14'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-2,7,7'-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9883 98.83%
Caco-2 - 0.6993 69.93%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7756 77.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8007 80.07%
OATP1B3 inhibitior + 0.8562 85.62%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5342 53.42%
BSEP inhibitior + 0.8535 85.35%
P-glycoprotein inhibitior + 0.6420 64.20%
P-glycoprotein substrate + 0.5861 58.61%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9055 90.55%
CYP3A4 inhibition - 0.7309 73.09%
CYP2C9 inhibition - 0.8197 81.97%
CYP2C19 inhibition - 0.8801 88.01%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.6051 60.51%
CYP2C8 inhibition + 0.6980 69.80%
CYP inhibitory promiscuity - 0.9651 96.51%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5460 54.60%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9394 93.94%
Skin irritation + 0.5986 59.86%
Skin corrosion - 0.8842 88.42%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6851 68.51%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.8625 86.25%
skin sensitisation - 0.7820 78.20%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6073 60.73%
Acute Oral Toxicity (c) III 0.4340 43.40%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.7711 77.11%
Thyroid receptor binding + 0.5269 52.69%
Glucocorticoid receptor binding + 0.8175 81.75%
Aromatase binding + 0.7550 75.50%
PPAR gamma + 0.6601 66.01%
Honey bee toxicity - 0.6669 66.69%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9941 99.41%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.05% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.91% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.41% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.11% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.72% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.23% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.43% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.85% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.40% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.85% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.21% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.81% 92.94%
CHEMBL259 P32245 Melanocortin receptor 4 85.99% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.01% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.88% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.62% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.88% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.53% 95.89%
CHEMBL1871 P10275 Androgen Receptor 83.39% 96.43%
CHEMBL299 P17252 Protein kinase C alpha 83.03% 98.03%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.43% 86.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.46% 97.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.45% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.18% 94.75%

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.
Cota austriaca

Cross-Links

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PubChem 163104547
LOTUS LTS0031664
wikiData Q105126692