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(1S,2S,4S,6S,9R,10S,11S,13R,14R,15S,16R,17R,18S)-8-ethyl-13,15-dimethoxy-5-oxa-8-azaheptacyclo[8.7.2.114,17.01,9.04,6.06,18.011,16]icosane-2,11-diol

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 815e07dc-5562-4834-8e73-87b48daf305c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Lappaconitine-type diterpenoid alkaloids
IUPAC Name (1S,2S,4S,6S,9R,10S,11S,13R,14R,15S,16R,17R,18S)-8-ethyl-13,15-dimethoxy-5-oxa-8-azaheptacyclo[8.7.2.114,17.01,9.04,6.06,18.011,16]icosane-2,11-diol
SMILES (Canonical) CCN1CC23C4CC5C1C4(C6CC7C(CC5(C6C7OC)O)OC)C(CC2O3)O
SMILES (Isomeric) CCN1C[C@@]23[C@H]4C[C@H]5[C@@H]1[C@@]4([C@@H]6C[C@@H]7[C@@H](C[C@]5([C@H]6[C@H]7OC)O)OC)[C@H](C[C@@H]2O3)O
InChI InChI=1S/C22H33NO5/c1-4-23-9-21-14-6-12-19(23)22(14,15(24)7-16(21)28-21)11-5-10-13(26-2)8-20(12,25)17(11)18(10)27-3/h10-19,24-25H,4-9H2,1-3H3/t10-,11-,12+,13-,14-,15+,16+,17-,18+,19-,20+,21-,22-/m1/s1
InChI Key BSBCHFAQVMPCHU-JUPMKXFOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H33NO5
Molecular Weight 391.50 g/mol
Exact Mass 391.23587315 g/mol
Topological Polar Surface Area (TPSA) 74.70 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,6S,9R,10S,11S,13R,14R,15S,16R,17R,18S)-8-ethyl-13,15-dimethoxy-5-oxa-8-azaheptacyclo[8.7.2.114,17.01,9.04,6.06,18.011,16]icosane-2,11-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7862 78.62%
Caco-2 - 0.5747 57.47%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.8312 83.12%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.9292 92.92%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.7388 73.88%
P-glycoprotein inhibitior - 0.9067 90.67%
P-glycoprotein substrate + 0.5850 58.50%
CYP3A4 substrate + 0.6533 65.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4054 40.54%
CYP3A4 inhibition - 0.9374 93.74%
CYP2C9 inhibition - 0.8872 88.72%
CYP2C19 inhibition - 0.8426 84.26%
CYP2D6 inhibition - 0.8648 86.48%
CYP1A2 inhibition - 0.8806 88.06%
CYP2C8 inhibition - 0.5776 57.76%
CYP inhibitory promiscuity - 0.9649 96.49%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5761 57.61%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.9307 93.07%
Skin irritation - 0.7886 78.86%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis - 0.5040 50.40%
Human Ether-a-go-go-Related Gene inhibition - 0.3698 36.98%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8412 84.12%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7492 74.92%
Acute Oral Toxicity (c) III 0.4674 46.74%
Estrogen receptor binding + 0.6702 67.02%
Androgen receptor binding + 0.6734 67.34%
Thyroid receptor binding + 0.7419 74.19%
Glucocorticoid receptor binding + 0.5820 58.20%
Aromatase binding + 0.6528 65.28%
PPAR gamma + 0.6323 63.23%
Honey bee toxicity - 0.7157 71.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity - 0.7656 76.56%

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 98.12% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.52% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.15% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.26% 97.28%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 89.76% 87.16%
CHEMBL221 P23219 Cyclooxygenase-1 85.83% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.11% 91.11%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 84.87% 92.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.86% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.60% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.34% 90.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.77% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.45% 95.50%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.40% 82.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.38% 86.33%
CHEMBL2581 P07339 Cathepsin D 82.98% 98.95%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.96% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.75% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 82.62% 89.63%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.13% 95.58%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.15% 97.14%
CHEMBL3820 P35557 Hexokinase type IV 80.06% 91.96%

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 karakolicum

Cross-Links

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PubChem 162938963
LOTUS LTS0249174
wikiData Q104945140