(1S,2R,3R,4S,5S,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-6,18-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16-tetrol

Details

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Internal ID 55b7d549-7a5c-4e5e-842d-65193488df45
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1S,2R,3R,4S,5S,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-6,18-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16-tetrol
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)O)O)OC)O)C
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)O)O)OC)O)C
InChI InChI=1S/C23H37NO6/c1-5-24-10-20(2)7-6-14(25)22-12-8-11-13(29-3)9-21(27,15(12)16(11)26)23(28,19(22)24)18(30-4)17(20)22/h11-19,25-28H,5-10H2,1-4H3/t11-,12-,13+,14+,15-,16+,17-,18+,19+,20+,21-,22+,23-/m1/s1
InChI Key RPONYIBDQZCORY-WBBRWVNZSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C23H37NO6
Molecular Weight 423.50 g/mol
Exact Mass 423.26208790 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.01
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3R,4S,5S,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-6,18-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5345 53.45%
Caco-2 - 0.6306 63.06%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.6758 67.58%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9288 92.88%
OATP1B3 inhibitior + 0.9455 94.55%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7543 75.43%
P-glycoprotein inhibitior - 0.8915 89.15%
P-glycoprotein substrate + 0.5662 56.62%
CYP3A4 substrate + 0.6963 69.63%
CYP2C9 substrate - 0.8202 82.02%
CYP2D6 substrate + 0.3924 39.24%
CYP3A4 inhibition - 0.9330 93.30%
CYP2C9 inhibition - 0.8962 89.62%
CYP2C19 inhibition - 0.8966 89.66%
CYP2D6 inhibition - 0.9314 93.14%
CYP1A2 inhibition - 0.9364 93.64%
CYP2C8 inhibition + 0.5227 52.27%
CYP inhibitory promiscuity - 0.9782 97.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6180 61.80%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.7611 76.11%
Skin corrosion - 0.9243 92.43%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3607 36.07%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.6702 67.02%
skin sensitisation - 0.8616 86.16%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8766 87.66%
Acute Oral Toxicity (c) III 0.4007 40.07%
Estrogen receptor binding + 0.6544 65.44%
Androgen receptor binding + 0.7174 71.74%
Thyroid receptor binding + 0.7202 72.02%
Glucocorticoid receptor binding - 0.5376 53.76%
Aromatase binding + 0.6707 67.07%
PPAR gamma + 0.5889 58.89%
Honey bee toxicity - 0.6651 66.51%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity - 0.6382 63.82%

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 99.13% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.56% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.29% 97.09%
CHEMBL204 P00734 Thrombin 94.11% 96.01%
CHEMBL226 P30542 Adenosine A1 receptor 93.69% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.49% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.21% 85.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.05% 96.38%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.88% 95.58%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.71% 91.03%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.81% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.21% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.50% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.14% 95.89%
CHEMBL1871 P10275 Androgen Receptor 85.52% 96.43%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 85.25% 98.99%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.65% 95.36%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.42% 94.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.37% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.86% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.84% 92.62%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.58% 92.86%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.26% 89.62%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.62% 95.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.17% 89.05%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 80.15% 88.81%

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 giraldii
Delphinium gracile
Delphinium nudicaule
Delphinium peregrinum

Cross-Links

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PubChem 101457307
NPASS NPC303290
LOTUS LTS0079858
wikiData Q104252963