6-(1',6,6,9a-tetramethyl-3'-methylidene-7-oxospiro[2,5,5a,8,9,9b-hexahydro-1H-cyclopenta[a]naphthalene-3,2'-cyclopentane]-1'-yl)-2-methyl-4-oxohept-2-enoic acid

Details

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Internal ID a61c1340-ca58-45bd-8bf8-70ee4542ce32
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 6-(1',6,6,9a-tetramethyl-3'-methylidene-7-oxospiro[2,5,5a,8,9,9b-hexahydro-1H-cyclopenta[a]naphthalene-3,2'-cyclopentane]-1'-yl)-2-methyl-4-oxohept-2-enoic acid
SMILES (Canonical) CC(CC(=O)C=C(C)C(=O)O)C1(CCC(=C)C12CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C
SMILES (Isomeric) CC(CC(=O)C=C(C)C(=O)O)C1(CCC(=C)C12CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C
InChI InChI=1S/C30H42O4/c1-18(26(33)34)16-21(31)17-20(3)29(7)14-10-19(2)30(29)15-11-22-23(30)8-9-24-27(4,5)25(32)12-13-28(22,24)6/h8,16,20,22,24H,2,9-15,17H2,1,3-7H3,(H,33,34)
InChI Key DEWPUKVVTOOKSM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O4
Molecular Weight 466.70 g/mol
Exact Mass 466.30830982 g/mol
Topological Polar Surface Area (TPSA) 71.40 Ų
XlogP 5.50
Atomic LogP (AlogP) 6.71
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-(1',6,6,9a-tetramethyl-3'-methylidene-7-oxospiro[2,5,5a,8,9,9b-hexahydro-1H-cyclopenta[a]naphthalene-3,2'-cyclopentane]-1'-yl)-2-methyl-4-oxohept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.5966 59.66%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7976 79.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8420 84.20%
OATP1B3 inhibitior - 0.5078 50.78%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9052 90.52%
P-glycoprotein inhibitior + 0.7579 75.79%
P-glycoprotein substrate - 0.6979 69.79%
CYP3A4 substrate + 0.6532 65.32%
CYP2C9 substrate - 0.8173 81.73%
CYP2D6 substrate - 0.9053 90.53%
CYP3A4 inhibition - 0.7532 75.32%
CYP2C9 inhibition - 0.9083 90.83%
CYP2C19 inhibition - 0.9484 94.84%
CYP2D6 inhibition - 0.9588 95.88%
CYP1A2 inhibition - 0.8993 89.93%
CYP2C8 inhibition - 0.5814 58.14%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6938 69.38%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9398 93.98%
Skin irritation + 0.6526 65.26%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7690 76.90%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5068 50.68%
skin sensitisation - 0.6065 60.65%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7330 73.30%
Acute Oral Toxicity (c) III 0.7270 72.70%
Estrogen receptor binding + 0.7078 70.78%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding + 0.7195 71.95%
Glucocorticoid receptor binding + 0.8506 85.06%
Aromatase binding + 0.8204 82.04%
PPAR gamma + 0.6710 67.10%
Honey bee toxicity - 0.8520 85.20%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.39% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.20% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.89% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.21% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.53% 95.50%
CHEMBL2581 P07339 Cathepsin D 86.52% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 86.48% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 85.75% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.65% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.31% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.25% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.14% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.10% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.77% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.71% 90.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.57% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.91% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.74% 82.69%

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.
Abies mariesii

Cross-Links

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PubChem 73657275
LOTUS LTS0135311
wikiData Q104977601