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[(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-21-acetyloxy-14-ethyl-2-hydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docos-17-en-6-yl] acetate

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 2a2ef0f3-2f30-4323-9927-efb6feb29e64
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-21-acetyloxy-14-ethyl-2-hydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docos-17-en-6-yl] acetate
SMILES (Canonical) CCN1CC2(C=CC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7OC)O)OC(=O)C)OCO5)OC(=O)C)OC)C
SMILES (Isomeric) CCN1C[C@@]2(C=C[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]5([C@H]31)[C@]6(C[C@@H]([C@H]7C[C@@]4([C@@H]6[C@H]7OC)O)OC(=O)C)OCO5)OC(=O)C)OC)C
InChI InChI=1S/C28H39NO9/c1-7-29-12-24(4)9-8-18(33-5)27-21(24)22(38-15(3)31)28(23(27)29)26(35-13-36-28)11-17(37-14(2)30)16-10-25(27,32)20(26)19(16)34-6/h8-9,16-23,32H,7,10-13H2,1-6H3/t16-,17+,18+,19+,20+,21-,22+,23+,24+,25+,26-,27-,28-/m1/s1
InChI Key QZIUECGOVMPNEI-NMJAWFAJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H39NO9
Molecular Weight 533.60 g/mol
Exact Mass 533.26248182 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.04
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-21-acetyloxy-14-ethyl-2-hydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docos-17-en-6-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7854 78.54%
Caco-2 - 0.6723 67.23%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.5783 57.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9038 90.38%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9310 93.10%
P-glycoprotein inhibitior + 0.5964 59.64%
P-glycoprotein substrate + 0.5857 58.57%
CYP3A4 substrate + 0.6989 69.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8241 82.41%
CYP3A4 inhibition - 0.7975 79.75%
CYP2C9 inhibition - 0.9114 91.14%
CYP2C19 inhibition - 0.8814 88.14%
CYP2D6 inhibition - 0.9167 91.67%
CYP1A2 inhibition - 0.8839 88.39%
CYP2C8 inhibition + 0.5187 51.87%
CYP inhibitory promiscuity - 0.9261 92.61%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4622 46.22%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.7659 76.59%
Skin corrosion - 0.9269 92.69%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6739 67.39%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5015 50.15%
skin sensitisation - 0.8448 84.48%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6992 69.92%
Acute Oral Toxicity (c) III 0.4462 44.62%
Estrogen receptor binding + 0.8739 87.39%
Androgen receptor binding + 0.7541 75.41%
Thyroid receptor binding + 0.5888 58.88%
Glucocorticoid receptor binding + 0.6710 67.10%
Aromatase binding + 0.6754 67.54%
PPAR gamma + 0.7382 73.82%
Honey bee toxicity - 0.6888 68.88%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.7746 77.46%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.10% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.84% 95.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.53% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.84% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.58% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.37% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.91% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 92.00% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.38% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.10% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL230 P35354 Cyclooxygenase-2 86.20% 89.63%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.13% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 83.77% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 83.68% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.81% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.39% 89.00%
CHEMBL4208 P20618 Proteasome component C5 80.35% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.23% 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.
Delphinium siwanense

Cross-Links

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PubChem 101713177
LOTUS LTS0238284
wikiData Q105232091