(6,10-dihydroxy-1,1,2',4a-tetramethyl-5,8-dioxospiro[3,4,6,9,10,10a-hexahydro-2H-phenanthrene-7,1'-cyclopropane]-9-yl) formate

Details

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Internal ID 54bb89a2-867a-4ed9-9b5e-233903ab38aa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (6,10-dihydroxy-1,1,2',4a-tetramethyl-5,8-dioxospiro[3,4,6,9,10,10a-hexahydro-2H-phenanthrene-7,1'-cyclopropane]-9-yl) formate
SMILES (Canonical) CC1CC12C(C(=O)C3=C(C2=O)C(C(C4C3(CCCC4(C)C)C)O)OC=O)O
SMILES (Isomeric) CC1CC12C(C(=O)C3=C(C2=O)C(C(C4C3(CCCC4(C)C)C)O)OC=O)O
InChI InChI=1S/C21H28O6/c1-10-8-21(10)17(25)11-12(13(23)18(21)26)20(4)7-5-6-19(2,3)16(20)14(24)15(11)27-9-22/h9-10,14-16,18,24,26H,5-8H2,1-4H3
InChI Key RCAKXKBFFJMSBP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O6
Molecular Weight 376.40 g/mol
Exact Mass 376.18858861 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.57
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6,10-dihydroxy-1,1,2',4a-tetramethyl-5,8-dioxospiro[3,4,6,9,10,10a-hexahydro-2H-phenanthrene-7,1'-cyclopropane]-9-yl) formate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8416 84.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9179 91.79%
OATP1B3 inhibitior - 0.4122 41.22%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior - 0.4525 45.25%
P-glycoprotein inhibitior - 0.7582 75.82%
P-glycoprotein substrate - 0.7689 76.89%
CYP3A4 substrate + 0.6387 63.87%
CYP2C9 substrate - 0.7859 78.59%
CYP2D6 substrate - 0.8957 89.57%
CYP3A4 inhibition - 0.8923 89.23%
CYP2C9 inhibition - 0.6816 68.16%
CYP2C19 inhibition - 0.8367 83.67%
CYP2D6 inhibition - 0.9194 91.94%
CYP1A2 inhibition - 0.5994 59.94%
CYP2C8 inhibition - 0.6101 61.01%
CYP inhibitory promiscuity - 0.8562 85.62%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6060 60.60%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9604 96.04%
Skin irritation - 0.5211 52.11%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition - 0.7782 77.82%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.5912 59.12%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5772 57.72%
Acute Oral Toxicity (c) III 0.4863 48.63%
Estrogen receptor binding + 0.6629 66.29%
Androgen receptor binding + 0.6429 64.29%
Thyroid receptor binding - 0.5493 54.93%
Glucocorticoid receptor binding + 0.8062 80.62%
Aromatase binding - 0.6114 61.14%
PPAR gamma + 0.6349 63.49%
Honey bee toxicity - 0.8118 81.18%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.65% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.62% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.16% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.62% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.21% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 87.44% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.13% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.16% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.62% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.15% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.67% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.47% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.02% 91.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.83% 82.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.39% 91.24%
CHEMBL284 P27487 Dipeptidyl peptidase IV 80.84% 95.69%

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.
Plectranthus lanuginosus
Plectranthus punctatus subsp. edulis

Cross-Links

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PubChem 13894283
LOTUS LTS0060975
wikiData Q105233464