(1R,1'S,4aS,5'S,6S,8aR)-1,4a-dimethyl-5-oxo-1'-propan-2-ylspiro[2,3,4,7,8,8a-hexahydronaphthalene-6,4'-6-oxabicyclo[3.1.0]hexane]-1-carboxylic acid

Details

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Internal ID bcbbe5a3-a0c8-4d5f-8695-9ff5ab76fa4b
Taxonomy Organoheterocyclic compounds > Oxanes
IUPAC Name (1R,1'S,4aS,5'S,6S,8aR)-1,4a-dimethyl-5-oxo-1'-propan-2-ylspiro[2,3,4,7,8,8a-hexahydronaphthalene-6,4'-6-oxabicyclo[3.1.0]hexane]-1-carboxylic acid
SMILES (Canonical) CC(C)C12CCC3(C1O2)CCC4C(C3=O)(CCCC4(C)C(=O)O)C
SMILES (Isomeric) CC(C)[C@@]12CC[C@]3([C@@H]1O2)CC[C@@H]4[C@@](C3=O)(CCC[C@@]4(C)C(=O)O)C
InChI InChI=1S/C20H30O4/c1-12(2)20-11-10-19(15(20)24-20)9-6-13-17(3,14(19)21)7-5-8-18(13,4)16(22)23/h12-13,15H,5-11H2,1-4H3,(H,22,23)/t13-,15+,17+,18-,19-,20+/m1/s1
InChI Key JZZSIOWKIVLGFM-ZNJDGQGJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H30O4
Molecular Weight 334.40 g/mol
Exact Mass 334.21440943 g/mol
Topological Polar Surface Area (TPSA) 66.90 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,1'S,4aS,5'S,6S,8aR)-1,4a-dimethyl-5-oxo-1'-propan-2-ylspiro[2,3,4,7,8,8a-hexahydronaphthalene-6,4'-6-oxabicyclo[3.1.0]hexane]-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9537 95.37%
Caco-2 + 0.7050 70.50%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7828 78.28%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8586 85.86%
OATP1B3 inhibitior + 0.9012 90.12%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.7249 72.49%
P-glycoprotein inhibitior - 0.7082 70.82%
P-glycoprotein substrate - 0.8871 88.71%
CYP3A4 substrate + 0.5892 58.92%
CYP2C9 substrate - 0.5928 59.28%
CYP2D6 substrate - 0.8535 85.35%
CYP3A4 inhibition - 0.7387 73.87%
CYP2C9 inhibition - 0.7866 78.66%
CYP2C19 inhibition - 0.8579 85.79%
CYP2D6 inhibition - 0.9645 96.45%
CYP1A2 inhibition - 0.7314 73.14%
CYP2C8 inhibition - 0.8402 84.02%
CYP inhibitory promiscuity - 0.9865 98.65%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7144 71.44%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8829 88.29%
Skin irritation - 0.5329 53.29%
Skin corrosion - 0.8490 84.90%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7744 77.44%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7103 71.03%
skin sensitisation - 0.8258 82.58%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4542 45.42%
Acute Oral Toxicity (c) III 0.4449 44.49%
Estrogen receptor binding + 0.8420 84.20%
Androgen receptor binding + 0.5876 58.76%
Thyroid receptor binding + 0.6366 63.66%
Glucocorticoid receptor binding + 0.7625 76.25%
Aromatase binding + 0.7124 71.24%
PPAR gamma + 0.5412 54.12%
Honey bee toxicity - 0.9335 93.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9745 97.45%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.56% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.49% 91.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.82% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 88.33% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.28% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.05% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.64% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.12% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.02% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.35% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.93% 91.19%
CHEMBL237 P41145 Kappa opioid receptor 80.91% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.09% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.05% 95.71%

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.
Callicarpa macrophylla

Cross-Links

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PubChem 122181505
LOTUS LTS0065891
wikiData Q105137748