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[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17S,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-12-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

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 4944c274-e672-4bed-967f-dbed53330452
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17S,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-12-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
SMILES (Canonical) CC1CC(=O)N(C1=O)C2=CC=CC=C2C(=O)OCC34CCC(C56C3C(C(C5NC4=O)(C7(CC(C8CC6C7C8OC)OC)O)O)OC)OC
SMILES (Isomeric) C[C@H]1CC(=O)N(C1=O)C2=CC=CC=C2C(=O)OC[C@@]34CC[C@@H]([C@@]56[C@@H]3[C@@H]([C@@]([C@H]5NC4=O)([C@]7(C[C@@H]([C@H]8C[C@@H]6[C@@H]7[C@H]8OC)OC)O)O)OC)OC
InChI InChI=1S/C35H44N2O11/c1-16-12-23(38)37(28(16)39)20-9-7-6-8-17(20)29(40)48-15-32-11-10-22(45-3)34-19-13-18-21(44-2)14-33(42,24(19)25(18)46-4)35(43,27(47-5)26(32)34)30(34)36-31(32)41/h6-9,16,18-19,21-22,24-27,30,42-43H,10-15H2,1-5H3,(H,36,41)/t16-,18+,19+,21-,22-,24+,25-,26+,27-,30-,32-,33+,34-,35+/m0/s1
InChI Key WSFIYJSHRVUTRA-MTGFEDCLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44N2O11
Molecular Weight 668.70 g/mol
Exact Mass 668.29451022 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17S,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-12-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5688 56.88%
Caco-2 - 0.8369 83.69%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5347 53.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8375 83.75%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9375 93.75%
P-glycoprotein inhibitior + 0.7609 76.09%
P-glycoprotein substrate + 0.7395 73.95%
CYP3A4 substrate + 0.7309 73.09%
CYP2C9 substrate - 0.7955 79.55%
CYP2D6 substrate - 0.8598 85.98%
CYP3A4 inhibition - 0.8072 80.72%
CYP2C9 inhibition - 0.8181 81.81%
CYP2C19 inhibition - 0.8529 85.29%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.9230 92.30%
CYP2C8 inhibition + 0.7522 75.22%
CYP inhibitory promiscuity - 0.8961 89.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6478 64.78%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9262 92.62%
Skin irritation - 0.7839 78.39%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.6740 67.40%
Human Ether-a-go-go-Related Gene inhibition - 0.3843 38.43%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8838 88.38%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8251 82.51%
Acute Oral Toxicity (c) III 0.5978 59.78%
Estrogen receptor binding + 0.8164 81.64%
Androgen receptor binding + 0.7623 76.23%
Thyroid receptor binding + 0.5468 54.68%
Glucocorticoid receptor binding + 0.6909 69.09%
Aromatase binding + 0.6980 69.80%
PPAR gamma + 0.7660 76.60%
Honey bee toxicity - 0.7046 70.46%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9437 94.37%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.42% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.07% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.99% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.13% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.64% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.86% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 92.95% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.91% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 89.04% 92.67%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.57% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.53% 94.45%
CHEMBL1902 P62942 FK506-binding protein 1A 86.40% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.11% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.05% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.40% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.46% 97.14%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 82.88% 88.42%
CHEMBL340 P08684 Cytochrome P450 3A4 80.34% 91.19%

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 semibarbatum

Cross-Links

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PubChem 101631702
LOTUS LTS0203295
wikiData Q105311807