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Racemosidine A

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 68c9da2a-0f23-4e63-8833-ba6c8064a248
Taxonomy Organic oxygen compounds > Organooxygen compounds > Ethers > Diarylethers
IUPAC Name (1R,16R)-26,37-dimethoxy-15,31-dimethyl-8,24,34-trioxa-15,31-diazaoctacyclo[19.10.3.29,12.13,7.118,22.011,16.025,33.028,32]octatriaconta-3(38),4,6,9(37),10,12(36),18(35),19,21,25,27,32-dodecaen-6-ol
SMILES (Canonical) CN1CCC2=CC(=C3C=C2C1CC4=CC5=C(C=C4)OC6=C7C(CC8=CC(=C(C=C8)O)O3)N(CCC7=CC(=C6OC5)OC)C)OC
SMILES (Isomeric) CN1CCC2=CC(=C3C=C2[C@H]1CC4=CC5=C(C=C4)OC6=C7[C@@H](CC8=CC(=C(C=C8)O)O3)N(CCC7=CC(=C6OC5)OC)C)OC
InChI InChI=1S/C37H38N2O6/c1-38-11-9-23-17-32(41-3)33-19-26(23)27(38)14-21-6-8-30-25(13-21)20-43-36-34(42-4)18-24-10-12-39(2)28(35(24)37(36)45-30)15-22-5-7-29(40)31(16-22)44-33/h5-8,13,16-19,27-28,40H,9-12,14-15,20H2,1-4H3/t27-,28-/m1/s1
InChI Key CQWDLZVYIHGYLN-VSGBNLITSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H38N2O6
Molecular Weight 606.70 g/mol
Exact Mass 606.27298694 g/mol
Topological Polar Surface Area (TPSA) 72.90 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.74
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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(-)-Racemosidine A
UNII-9AI859BHFU
9AI859BHFU
1236805-03-0
1H-23,20-(Epoxymethano)-11,13:18,21-dietheno-5,9-metheno-14H-pyrido(3',2':14,15)(1,11)dioxacycloeicosino(2,3,4-ij)isoquinolin-8-ol, 2,3,3a,4,15,16,16a,17-octahydro-24,31-dimethoxy-3,16-dimethyl-, (3aR,16aR)-
CHEMBL1172568
AKOS040753697
Q27272275

2D Structure

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2D Structure of Racemosidine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8853 88.53%
Caco-2 + 0.5393 53.93%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4197 41.97%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.9275 92.75%
OATP1B3 inhibitior + 0.9496 94.96%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9939 99.39%
P-glycoprotein inhibitior + 0.9399 93.99%
P-glycoprotein substrate + 0.6498 64.98%
CYP3A4 substrate + 0.6758 67.58%
CYP2C9 substrate + 0.7890 78.90%
CYP2D6 substrate + 0.7253 72.53%
CYP3A4 inhibition - 0.8565 85.65%
CYP2C9 inhibition - 0.9342 93.42%
CYP2C19 inhibition - 0.9197 91.97%
CYP2D6 inhibition - 0.8913 89.13%
CYP1A2 inhibition - 0.8988 89.88%
CYP2C8 inhibition + 0.6007 60.07%
CYP inhibitory promiscuity - 0.9628 96.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6580 65.80%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9478 94.78%
Skin irritation - 0.7921 79.21%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis + 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9042 90.42%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8764 87.64%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7545 75.45%
Acute Oral Toxicity (c) III 0.7751 77.51%
Estrogen receptor binding + 0.6883 68.83%
Androgen receptor binding + 0.7750 77.50%
Thyroid receptor binding + 0.6207 62.07%
Glucocorticoid receptor binding + 0.8691 86.91%
Aromatase binding + 0.6089 60.89%
PPAR gamma + 0.5211 52.11%
Honey bee toxicity - 0.7911 79.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.7175 71.75%

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 99.31% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.12% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.18% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.06% 93.40%
CHEMBL2056 P21728 Dopamine D1 receptor 94.50% 91.00%
CHEMBL217 P14416 Dopamine D2 receptor 93.72% 95.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.94% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.53% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.16% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 88.01% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.72% 95.89%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 87.25% 90.95%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.64% 80.78%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.46% 93.99%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.13% 89.62%
CHEMBL2535 P11166 Glucose transporter 84.88% 98.75%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.84% 82.38%
CHEMBL4208 P20618 Proteasome component C5 84.46% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.15% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.06% 100.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 83.01% 82.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.56% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.94% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.72% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.55% 97.31%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.67% 85.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.29% 91.03%

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.
Cyclea racemosa

Cross-Links

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PubChem 46872237
NPASS NPC206900
ChEMBL CHEMBL1172568
LOTUS LTS0044464
wikiData Q27272275