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[(1S,3S,4S,5S,8S,9S,11S,14R,17R,18R)-3-acetyloxy-5,7-dimethyl-12-methylidene-10,16-dioxo-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecan-4-yl] (2R)-2-methylbutanoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 370c287f-b4d7-4bf7-9865-04d6c6ca3de3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetidine-type diterpenoid alkaloids
IUPAC Name [(1S,3S,4S,5S,8S,9S,11S,14R,17R,18R)-3-acetyloxy-5,7-dimethyl-12-methylidene-10,16-dioxo-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecan-4-yl] (2R)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H37NO6/c1-7-13(2)25(33)35-24-18(34-15(4)30)11-28-19-8-16-14(3)9-27(19)10-17(31)22(28)26(24,5)12-29(6)23(28)20(27)21(16)32/h13,16,18-20,22-24H,3,7-12H2,1-2,4-6H3/t13-,16+,18+,19-,20-,22+,23+,24-,26-,27-,28+/m1/s1
InChI Key CZQOWDLZQUUTQR-CBPRVFDLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H37NO6
Molecular Weight 483.60 g/mol
Exact Mass 483.26208790 g/mol
Topological Polar Surface Area (TPSA) 90.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.96
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,4S,5S,8S,9S,11S,14R,17R,18R)-3-acetyloxy-5,7-dimethyl-12-methylidene-10,16-dioxo-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecan-4-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9007 90.07%
Caco-2 - 0.6816 68.16%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5570 55.70%
OATP2B1 inhibitior - 0.8646 86.46%
OATP1B1 inhibitior + 0.8466 84.66%
OATP1B3 inhibitior + 0.9390 93.90%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8576 85.76%
P-glycoprotein inhibitior + 0.6745 67.45%
P-glycoprotein substrate + 0.6141 61.41%
CYP3A4 substrate + 0.6837 68.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7205 72.05%
CYP3A4 inhibition - 0.6836 68.36%
CYP2C9 inhibition - 0.8138 81.38%
CYP2C19 inhibition - 0.7993 79.93%
CYP2D6 inhibition - 0.8358 83.58%
CYP1A2 inhibition - 0.8061 80.61%
CYP2C8 inhibition - 0.5704 57.04%
CYP inhibitory promiscuity - 0.7342 73.42%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5112 51.12%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9200 92.00%
Skin irritation - 0.7554 75.54%
Skin corrosion - 0.9277 92.77%
Ames mutagenesis - 0.5601 56.01%
Human Ether-a-go-go-Related Gene inhibition - 0.4281 42.81%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5842 58.42%
skin sensitisation - 0.8276 82.76%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7340 73.40%
Acute Oral Toxicity (c) III 0.5941 59.41%
Estrogen receptor binding + 0.7798 77.98%
Androgen receptor binding + 0.7545 75.45%
Thyroid receptor binding + 0.5325 53.25%
Glucocorticoid receptor binding + 0.7533 75.33%
Aromatase binding + 0.7443 74.43%
PPAR gamma + 0.5991 59.91%
Honey bee toxicity - 0.7324 73.24%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9667 96.67%

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 99.54% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.38% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.88% 95.17%
CHEMBL2581 P07339 Cathepsin D 96.20% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.20% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.99% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 91.15% 90.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.03% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.32% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.85% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.73% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.67% 93.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.44% 96.38%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.08% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.05% 97.28%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.60% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.41% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 84.23% 94.75%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.08% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.84% 91.19%
CHEMBL222 P23975 Norepinephrine transporter 83.50% 96.06%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.38% 92.68%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.78% 94.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.74% 95.36%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.26% 80.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.16% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.90% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.80% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.34% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 81.08% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.77% 97.14%

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.
Aconitum contortum

Cross-Links

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PubChem 163103782
LOTUS LTS0234530
wikiData Q104973022