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[(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-21-acetyloxy-14-ethyl-2-hydroxy-6,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-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 0f79a7b3-dadd-477d-b19e-8d81f43c0490
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-6,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-yl] acetate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7OC(=O)C)O)OC)OCO5)OC(=O)C)OC)C
SMILES (Isomeric) CCN1C[C@@]2(CC[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)C)O)OC)OCO5)OC(=O)C)OC)C
InChI InChI=1S/C28H41NO9/c1-7-29-12-24(4)9-8-18(34-6)27-21(24)22(38-15(3)31)28(23(27)29)26(35-13-36-28)11-17(33-5)16-10-25(27,32)20(26)19(16)37-14(2)30/h16-23,32H,7-13H2,1-6H3/t16-,17+,18+,19+,20+,21-,22+,23+,24+,25+,26-,27-,28-/m1/s1
InChI Key YRFHHBLWWCMRSY-NMJAWFAJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H41NO9
Molecular Weight 535.60 g/mol
Exact Mass 535.27813189 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.27
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-6,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-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 + 0.6454 64.54%
Caco-2 - 0.6766 67.66%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.6059 60.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9393 93.93%
OATP1B3 inhibitior + 0.9417 94.17%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7683 76.83%
P-glycoprotein inhibitior - 0.4797 47.97%
P-glycoprotein substrate + 0.5116 51.16%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7955 79.55%
CYP3A4 inhibition - 0.7274 72.74%
CYP2C9 inhibition - 0.9073 90.73%
CYP2C19 inhibition - 0.8992 89.92%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.9183 91.83%
CYP2C8 inhibition + 0.5676 56.76%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.7818 78.18%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6446 64.46%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5972 59.72%
skin sensitisation - 0.8654 86.54%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4537 45.37%
Acute Oral Toxicity (c) III 0.4376 43.76%
Estrogen receptor binding + 0.8224 82.24%
Androgen receptor binding + 0.7537 75.37%
Thyroid receptor binding + 0.5544 55.44%
Glucocorticoid receptor binding + 0.5592 55.92%
Aromatase binding + 0.6815 68.15%
PPAR gamma + 0.7301 73.01%
Honey bee toxicity - 0.7269 72.69%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity - 0.4576 45.76%

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 99.09% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.70% 95.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.37% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.10% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.75% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 92.31% 83.82%
CHEMBL204 P00734 Thrombin 91.40% 96.01%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.48% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.89% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.16% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.11% 96.77%
CHEMBL2581 P07339 Cathepsin D 87.06% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.09% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.82% 94.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.62% 97.28%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.84% 94.42%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.39% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.14% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.90% 92.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.15% 89.05%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.03% 95.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.68% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.38% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.20% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.98% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.66% 93.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.56% 82.50%

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 barbeyi

Cross-Links

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PubChem 102411261
LOTUS LTS0216262
wikiData Q105352758