3-Hydroxy-7a-methyl-10'-methylidenespiro[1,3,3a,5,6,7-hexahydro-2-benzofuran-4,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-2',11'-dione

Details

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Internal ID fd9e6764-b32d-4b58-b4b2-d74a5fcbca9d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name 3-hydroxy-7a-methyl-10'-methylidenespiro[1,3,3a,5,6,7-hexahydro-2-benzofuran-4,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-2',11'-dione
SMILES (Canonical) CC12CCCC3(C1C(OC2)O)COC(=O)C45C3CCC(C4)C(=C)C5=O
SMILES (Isomeric) CC12CCCC3(C1C(OC2)O)COC(=O)C45C3CCC(C4)C(=C)C5=O
InChI InChI=1S/C20H26O5/c1-11-12-4-5-13-19(10-25-17(23)20(13,8-12)15(11)21)7-3-6-18(2)9-24-16(22)14(18)19/h12-14,16,22H,1,3-10H2,2H3
InChI Key QUUUEWBMPVGPDF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O5
Molecular Weight 346.40 g/mol
Exact Mass 346.17802393 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.23
H-Bond Acceptor 5
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 3-Hydroxy-7a-methyl-10'-methylidenespiro[1,3,3a,5,6,7-hexahydro-2-benzofuran-4,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-2',11'-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9663 96.63%
Caco-2 + 0.7125 71.25%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8048 80.48%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8933 89.33%
OATP1B3 inhibitior + 0.9313 93.13%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5124 51.24%
BSEP inhibitior - 0.6935 69.35%
P-glycoprotein inhibitior - 0.7574 75.74%
P-glycoprotein substrate - 0.7008 70.08%
CYP3A4 substrate + 0.6458 64.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.8600 86.00%
CYP2C9 inhibition - 0.8163 81.63%
CYP2C19 inhibition - 0.8102 81.02%
CYP2D6 inhibition - 0.9212 92.12%
CYP1A2 inhibition - 0.6913 69.13%
CYP2C8 inhibition - 0.6262 62.62%
CYP inhibitory promiscuity - 0.9467 94.67%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5567 55.67%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9534 95.34%
Skin irritation - 0.5825 58.25%
Skin corrosion - 0.9120 91.20%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5051 50.51%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5073 50.73%
skin sensitisation - 0.8226 82.26%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6157 61.57%
Acute Oral Toxicity (c) III 0.3480 34.80%
Estrogen receptor binding + 0.8407 84.07%
Androgen receptor binding + 0.6077 60.77%
Thyroid receptor binding + 0.6733 67.33%
Glucocorticoid receptor binding + 0.8428 84.28%
Aromatase binding + 0.6727 67.27%
PPAR gamma + 0.6582 65.82%
Honey bee toxicity - 0.8363 83.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9963 99.63%

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 95.52% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.69% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.57% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.43% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.42% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.29% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.02% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.99% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.37% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.37% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.02% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 85.98% 94.75%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.87% 83.57%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.04% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 84.19% 95.38%
CHEMBL3012 Q13946 Phosphodiesterase 7A 83.56% 99.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.83% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.63% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.25% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.91% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 81.82% 90.17%

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.
Isodon macrocalyx

Cross-Links

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PubChem 5318441
LOTUS LTS0055783
wikiData Q105228446