2-[9-(1-Methoxy-2-methyl-1-oxopropan-2-yl)-2,5,6,10,17-pentamethyl-18-oxo-19-oxapentacyclo[15.2.1.02,15.05,14.06,11]icos-13-en-10-yl]acetic acid

Details

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Internal ID 24929a15-8c7c-4868-b63e-c2a7345a256d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name 2-[9-(1-methoxy-2-methyl-1-oxopropan-2-yl)-2,5,6,10,17-pentamethyl-18-oxo-19-oxapentacyclo[15.2.1.02,15.05,14.06,11]icos-13-en-10-yl]acetic acid
SMILES (Canonical) CC12CCC(C(C1CC=C3C2(CCC4(C3CC5(CC4OC5=O)C)C)C)(C)CC(=O)O)C(C)(C)C(=O)OC
SMILES (Isomeric) CC12CCC(C(C1CC=C3C2(CCC4(C3CC5(CC4OC5=O)C)C)C)(C)CC(=O)O)C(C)(C)C(=O)OC
InChI InChI=1S/C31H46O6/c1-26(2,24(34)36-8)20-11-12-31(7)21(29(20,5)17-23(32)33)10-9-18-19-15-27(3)16-22(37-25(27)35)28(19,4)13-14-30(18,31)6/h9,19-22H,10-17H2,1-8H3,(H,32,33)
InChI Key QZBDEVOGZSLFDG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O6
Molecular Weight 514.70 g/mol
Exact Mass 514.32943918 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.18
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[9-(1-Methoxy-2-methyl-1-oxopropan-2-yl)-2,5,6,10,17-pentamethyl-18-oxo-19-oxapentacyclo[15.2.1.02,15.05,14.06,11]icos-13-en-10-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 - 0.6223 62.23%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7832 78.32%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.7953 79.53%
OATP1B3 inhibitior + 0.9095 90.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9206 92.06%
P-glycoprotein inhibitior + 0.6995 69.95%
P-glycoprotein substrate - 0.5942 59.42%
CYP3A4 substrate + 0.6943 69.43%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7095 70.95%
CYP2C19 inhibition - 0.8810 88.10%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition - 0.7890 78.90%
CYP2C8 inhibition + 0.5667 56.67%
CYP inhibitory promiscuity - 0.8897 88.97%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6173 61.73%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.5203 52.03%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.7428 74.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6709 67.09%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7913 79.13%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5326 53.26%
Acute Oral Toxicity (c) III 0.5847 58.47%
Estrogen receptor binding + 0.6592 65.92%
Androgen receptor binding + 0.7145 71.45%
Thyroid receptor binding + 0.6424 64.24%
Glucocorticoid receptor binding + 0.8481 84.81%
Aromatase binding + 0.7898 78.98%
PPAR gamma + 0.6578 65.78%
Honey bee toxicity - 0.8122 81.22%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9920 99.20%

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 97.79% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.40% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.31% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.39% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.10% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.03% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.69% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.97% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.04% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.72% 97.28%
CHEMBL221 P23219 Cyclooxygenase-1 83.49% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.42% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.03% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.27% 99.23%
CHEMBL5028 O14672 ADAM10 81.04% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.72% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.69% 94.33%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 73809778
LOTUS LTS0048371
wikiData Q104955306