(1S,1'S,4'R,5S,6S,7'R,8'R,9R)-4'-methyl-10-methylidenespiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,9'-6,10-dioxatricyclo[5.2.1.04,8]decane]-2,11-dione

Details

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Internal ID dfb73116-5909-4952-9afd-bcd140377ed9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (1S,1'S,4'R,5S,6S,7'R,8'R,9R)-4'-methyl-10-methylidenespiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,9'-6,10-dioxatricyclo[5.2.1.04,8]decane]-2,11-dione
SMILES (Canonical) CC12CCC3C4(C1C(O3)OC2)COC(=O)C56C4CCC(C5)C(=C)C6=O
SMILES (Isomeric) C[C@@]12CC[C@H]3[C@@]4([C@@H]1[C@@H](O3)OC2)COC(=O)[C@]56[C@H]4CC[C@H](C5)C(=C)C6=O
InChI InChI=1S/C20H24O5/c1-10-11-3-4-12-19(7-11,15(10)21)17(22)24-9-20(12)13-5-6-18(2)8-23-16(25-13)14(18)20/h11-14,16H,1,3-9H2,2H3/t11-,12-,13+,14-,16-,18+,19+,20-/m1/s1
InChI Key VGHUWBCJSRMGIQ-AHIFSQJYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24O5
Molecular Weight 344.40 g/mol
Exact Mass 344.16237386 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,1'S,4'R,5S,6S,7'R,8'R,9R)-4'-methyl-10-methylidenespiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,9'-6,10-dioxatricyclo[5.2.1.04,8]decane]-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 + 0.9813 98.13%
Caco-2 + 0.6818 68.18%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7465 74.65%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.9068 90.68%
OATP1B3 inhibitior + 0.9522 95.22%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.7655 76.55%
P-glycoprotein inhibitior - 0.6555 65.55%
P-glycoprotein substrate - 0.6917 69.17%
CYP3A4 substrate + 0.6473 64.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8583 85.83%
CYP3A4 inhibition - 0.8408 84.08%
CYP2C9 inhibition - 0.9130 91.30%
CYP2C19 inhibition - 0.8257 82.57%
CYP2D6 inhibition - 0.9306 93.06%
CYP1A2 inhibition - 0.6132 61.32%
CYP2C8 inhibition - 0.6694 66.94%
CYP inhibitory promiscuity - 0.9292 92.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5375 53.75%
Eye corrosion - 0.9811 98.11%
Eye irritation - 0.9175 91.75%
Skin irritation - 0.5980 59.80%
Skin corrosion - 0.8842 88.42%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3966 39.66%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.8084 80.84%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.8052 80.52%
Acute Oral Toxicity (c) III 0.4677 46.77%
Estrogen receptor binding + 0.8145 81.45%
Androgen receptor binding + 0.6493 64.93%
Thyroid receptor binding + 0.6334 63.34%
Glucocorticoid receptor binding + 0.8069 80.69%
Aromatase binding + 0.7846 78.46%
PPAR gamma + 0.7346 73.46%
Honey bee toxicity - 0.8084 80.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9937 99.37%

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
CHEMBL1937 Q92769 Histone deacetylase 2 93.77% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.32% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.55% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.70% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.92% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.61% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.64% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.62% 97.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.75% 96.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.69% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.71% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.29% 96.09%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.16% 85.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.73% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.48% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.10% 96.77%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.52% 95.53%

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 rubescens

Cross-Links

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PubChem 11046182
LOTUS LTS0114571
wikiData Q105285813