(1S,1'R,5R,6S,7R,9S,10R)-7-hydroxy-2',2',10-trimethyl-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohexane]-1'-carbaldehyde

Details

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Internal ID 1f060952-bcdc-4310-94b2-924d2eeaf468
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (1S,1'R,5R,6S,7R,9S,10R)-7-hydroxy-2',2',10-trimethyl-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohexane]-1'-carbaldehyde
SMILES (Canonical) CC1C2CC(C3C4(CCCC(C4C=O)(C)C)COC(=O)C3(C2)C1=O)O
SMILES (Isomeric) C[C@@H]1[C@@H]2C[C@H]([C@H]3[C@@]4(CCCC([C@H]4C=O)(C)C)COC(=O)[C@]3(C2)C1=O)O
InChI InChI=1S/C20H28O5/c1-11-12-7-13(22)15-19(6-4-5-18(2,3)14(19)9-21)10-25-17(24)20(15,8-12)16(11)23/h9,11-15,22H,4-8,10H2,1-3H3/t11-,12-,13-,14-,15+,19+,20+/m1/s1
InChI Key DLDPXPARISOLCS-TXHXOCHASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O5
Molecular Weight 348.40 g/mol
Exact Mass 348.19367399 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,1'R,5R,6S,7R,9S,10R)-7-hydroxy-2',2',10-trimethyl-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohexane]-1'-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9484 94.84%
Caco-2 + 0.6467 64.67%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7215 72.15%
OATP2B1 inhibitior - 0.8643 86.43%
OATP1B1 inhibitior + 0.8343 83.43%
OATP1B3 inhibitior + 0.9464 94.64%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.6415 64.15%
P-glycoprotein inhibitior - 0.7154 71.54%
P-glycoprotein substrate - 0.6294 62.94%
CYP3A4 substrate + 0.6293 62.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8266 82.66%
CYP3A4 inhibition - 0.8811 88.11%
CYP2C9 inhibition - 0.8300 83.00%
CYP2C19 inhibition - 0.9081 90.81%
CYP2D6 inhibition - 0.9647 96.47%
CYP1A2 inhibition - 0.8218 82.18%
CYP2C8 inhibition - 0.7636 76.36%
CYP inhibitory promiscuity - 0.9889 98.89%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7015 70.15%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9692 96.92%
Skin irritation - 0.5767 57.67%
Skin corrosion - 0.9047 90.47%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6247 62.47%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5640 56.40%
skin sensitisation - 0.8863 88.63%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6038 60.38%
Acute Oral Toxicity (c) III 0.4160 41.60%
Estrogen receptor binding + 0.8641 86.41%
Androgen receptor binding + 0.6654 66.54%
Thyroid receptor binding + 0.5968 59.68%
Glucocorticoid receptor binding + 0.6881 68.81%
Aromatase binding - 0.5608 56.08%
PPAR gamma + 0.5573 55.73%
Honey bee toxicity - 0.8222 82.22%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6510 65.10%
Fish aquatic toxicity + 0.9545 95.45%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.08% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.22% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.16% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.35% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.88% 100.00%
CHEMBL1871 P10275 Androgen Receptor 87.77% 96.43%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.05% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.00% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.73% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.44% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.59% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.32% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 81.64% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.45% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 80.42% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 80.00% 91.49%

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 setschwanensis

Cross-Links

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PubChem 14395572
LOTUS LTS0251172
wikiData Q104984203