Racemosidine B

Details

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Internal ID 7574f1fa-5ca8-43ac-a8ee-d3e0c2e62d08
Taxonomy Organic oxygen compounds > Organooxygen compounds > Ethers > Diarylethers
IUPAC Name (1R,16S)-9,21,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.118,22.027,31.016,34]hexatriaconta-3(36),4,6(35),8(34),9,11,18(33),19,21,24,26,31-dodecaen-10-ol
SMILES (Canonical) CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C6C(CC7=CC(=C(C=C7)OC)O3)N(CCC6=CC(=C5OC)O)C)OC
SMILES (Isomeric) CN1CCC2=CC(=C3C=C2[C@H]1CC4=CC=C(C=C4)OC5=C6[C@H](CC7=CC(=C(C=C7)OC)O3)N(CCC6=CC(=C5OC)O)C)OC
InChI InChI=1S/C37H40N2O6/c1-38-14-12-24-20-32(42-4)34-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(19-30(40)36(37)43-5)13-15-39(2)29(35)17-23-8-11-31(41-3)33(18-23)45-34/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1
InChI Key DQFIZQYILFTDPW-WDYNHAJCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H40N2O6
Molecular Weight 608.70 g/mol
Exact Mass 608.28863700 g/mol
Topological Polar Surface Area (TPSA) 72.90 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.86
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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(-)-Racemosidine B
UNII-2JZ26FQ58A
2JZ26FQ58A
1236805-06-3
13H-4,6:21,24-Dietheno-8,12-metheno-1H-pyrido(3',2':14,15)(1,11)dioxacycloeicosino(2,3,4-ij)isoquinolin-9-ol, 2,3,13a,14,15,16,25,25a-octahydro-18,19,29-trimethoxy-1,14-dimethyl-, (13aS,25aR)-
CHEMBL1172570
Q27254841

2D Structure

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2D Structure of Racemosidine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7313 73.13%
Caco-2 + 0.5874 58.74%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4604 46.04%
OATP2B1 inhibitior - 0.8551 85.51%
OATP1B1 inhibitior + 0.9376 93.76%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9960 99.60%
P-glycoprotein inhibitior + 0.9382 93.82%
P-glycoprotein substrate + 0.5852 58.52%
CYP3A4 substrate + 0.6822 68.22%
CYP2C9 substrate + 0.7890 78.90%
CYP2D6 substrate + 0.7253 72.53%
CYP3A4 inhibition - 0.8871 88.71%
CYP2C9 inhibition - 0.9439 94.39%
CYP2C19 inhibition - 0.9302 93.02%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.8759 87.59%
CYP2C8 inhibition + 0.5954 59.54%
CYP inhibitory promiscuity - 0.9683 96.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6429 64.29%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9494 94.94%
Skin irritation - 0.7781 77.81%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis + 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9577 95.77%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.9625 96.25%
skin sensitisation - 0.8908 89.08%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8688 86.88%
Acute Oral Toxicity (c) III 0.7174 71.74%
Estrogen receptor binding + 0.6395 63.95%
Androgen receptor binding + 0.7091 70.91%
Thyroid receptor binding + 0.6148 61.48%
Glucocorticoid receptor binding + 0.8566 85.66%
Aromatase binding + 0.6141 61.41%
PPAR gamma - 0.4914 49.14%
Honey bee toxicity - 0.7527 75.27%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.8187 81.87%

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 99.43% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 96.48% 95.62%
CHEMBL2056 P21728 Dopamine D1 receptor 94.80% 91.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.13% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.69% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.22% 98.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.95% 82.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.69% 94.45%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.38% 89.62%
CHEMBL2535 P11166 Glucose transporter 87.67% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.39% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.33% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.85% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.67% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.09% 92.94%
CHEMBL4208 P20618 Proteasome component C5 84.84% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.71% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.27% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.32% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.09% 97.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.45% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.70% 89.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.58% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.48% 95.89%

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 46872239
NPASS NPC239824
ChEMBL CHEMBL1172570
LOTUS LTS0058202
wikiData Q27254841