PlantaeDB Logo
Login Sign-up

[(1'R,2R,2'S,3R,3aS,6S,6'S,7aR,8'S,10'S,11'R,14'S,16'S)-4-acetyl-3,6,6',11'-tetramethyl-17'-oxospiro[3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine-2,5'-7-oxapentacyclo[8.8.0.02,8.06,8.011,16]octadecane]-14'-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

Top
Internal ID 4468812e-89c6-4b45-9616-3cbe9e7d93d5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Jerveratrum-type alkaloids
IUPAC Name [(1'R,2R,2'S,3R,3aS,6S,6'S,7aR,8'S,10'S,11'R,14'S,16'S)-4-acetyl-3,6,6',11'-tetramethyl-17'-oxospiro[3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine-2,5'-7-oxapentacyclo[8.8.0.02,8.06,8.011,16]octadecane]-14'-yl] acetate
SMILES (Canonical) CC1CC2C(C(C3(O2)CCC4C5CC(=O)C6CC(CCC6(C5CC47C3(O7)C)C)OC(=O)C)C)N(C1)C(=O)C
SMILES (Isomeric) C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC(=O)[C@H]6C[C@H](CC[C@@]6([C@H]5C[C@@]47[C@@]3(O7)C)C)OC(=O)C)C)N(C1)C(=O)C
InChI InChI=1S/C31H45NO6/c1-16-11-26-27(32(15-16)18(3)33)17(2)30(37-26)10-8-22-21-13-25(35)23-12-20(36-19(4)34)7-9-28(23,5)24(21)14-31(22)29(30,6)38-31/h16-17,20-24,26-27H,7-15H2,1-6H3/t16-,17+,20-,21-,22-,23+,24-,26+,27-,28-,29+,30+,31-/m0/s1
InChI Key KUUCWCUPXDZVRG-VGFQYTPVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H45NO6
Molecular Weight 527.70 g/mol
Exact Mass 527.32468816 g/mol
Topological Polar Surface Area (TPSA) 85.40 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1'R,2R,2'S,3R,3aS,6S,6'S,7aR,8'S,10'S,11'R,14'S,16'S)-4-acetyl-3,6,6',11'-tetramethyl-17'-oxospiro[3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine-2,5'-7-oxapentacyclo[8.8.0.02,8.06,8.011,16]octadecane]-14'-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7624 76.24%
Caco-2 - 0.7302 73.02%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.4266 42.66%
OATP2B1 inhibitior - 0.7094 70.94%
OATP1B1 inhibitior + 0.8558 85.58%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9213 92.13%
P-glycoprotein inhibitior + 0.7060 70.60%
P-glycoprotein substrate + 0.5403 54.03%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8439 84.39%
CYP3A4 inhibition - 0.9642 96.42%
CYP2C9 inhibition - 0.8428 84.28%
CYP2C19 inhibition - 0.7823 78.23%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition - 0.8025 80.25%
CYP2C8 inhibition + 0.5095 50.95%
CYP inhibitory promiscuity - 0.8802 88.02%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5729 57.29%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.9207 92.07%
Skin irritation - 0.7880 78.80%
Skin corrosion - 0.9198 91.98%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4118 41.18%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8614 86.14%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6752 67.52%
Acute Oral Toxicity (c) III 0.6745 67.45%
Estrogen receptor binding + 0.7791 77.91%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding - 0.5314 53.14%
Glucocorticoid receptor binding + 0.6888 68.88%
Aromatase binding + 0.7135 71.35%
PPAR gamma + 0.6828 68.28%
Honey bee toxicity - 0.6775 67.75%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.8193 81.93%

Targets

Top

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.14% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.62% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.10% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.91% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.89% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.02% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.91% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 91.26% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.91% 85.14%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.15% 86.33%
CHEMBL3045 P05771 Protein kinase C beta 89.56% 97.63%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.25% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.09% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.02% 93.04%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.52% 89.05%
CHEMBL1914 P06276 Butyrylcholinesterase 87.16% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.00% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.71% 93.00%
CHEMBL299 P17252 Protein kinase C alpha 85.28% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.70% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.33% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.08% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 82.12% 98.10%
CHEMBL5255 O00206 Toll-like receptor 4 81.38% 92.50%

Plants that contains it

Top
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.
Fritillaria thunbergii

Cross-Links

Top
PubChem 162844194
LOTUS LTS0240729
wikiData Q105146370