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(1S,14R,21R)-18,19-dimethoxy-13-methyl-5,7,22-trioxa-13-azapentacyclo[12.8.0.02,10.04,8.015,20]docosa-2,4(8),9,15(20),16,18-hexaen-21-ol

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 c9b598a1-944e-4cea-89f7-a74d7afd6aef
Taxonomy Alkaloids and derivatives > Rhoeadine alkaloids
IUPAC Name (1S,14R,21R)-18,19-dimethoxy-13-methyl-5,7,22-trioxa-13-azapentacyclo[12.8.0.02,10.04,8.015,20]docosa-2,4(8),9,15(20),16,18-hexaen-21-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H23NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)19-18(22)12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19,21,23H,6-7,10H2,1-3H3/t18-,19+,21-/m1/s1
InChI Key BTORBKYDJDEQNX-SVFBPWRDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H23NO6
Molecular Weight 385.40 g/mol
Exact Mass 385.15253745 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,14R,21R)-18,19-dimethoxy-13-methyl-5,7,22-trioxa-13-azapentacyclo[12.8.0.02,10.04,8.015,20]docosa-2,4(8),9,15(20),16,18-hexaen-21-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8249 82.49%
Caco-2 + 0.8472 84.72%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.4730 47.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9407 94.07%
OATP1B3 inhibitior + 0.9464 94.64%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7400 74.00%
P-glycoprotein inhibitior + 0.7009 70.09%
P-glycoprotein substrate - 0.7462 74.62%
CYP3A4 substrate + 0.6395 63.95%
CYP2C9 substrate - 0.6106 61.06%
CYP2D6 substrate + 0.6661 66.61%
CYP3A4 inhibition - 0.6341 63.41%
CYP2C9 inhibition - 0.5136 51.36%
CYP2C19 inhibition + 0.6113 61.13%
CYP2D6 inhibition - 0.7176 71.76%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition - 0.7206 72.06%
CYP inhibitory promiscuity - 0.7664 76.64%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5846 58.46%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9690 96.90%
Skin irritation - 0.7904 79.04%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5094 50.94%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8609 86.09%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8637 86.37%
Acute Oral Toxicity (c) III 0.7310 73.10%
Estrogen receptor binding + 0.6567 65.67%
Androgen receptor binding + 0.5777 57.77%
Thyroid receptor binding + 0.6431 64.31%
Glucocorticoid receptor binding + 0.7596 75.96%
Aromatase binding - 0.7101 71.01%
PPAR gamma + 0.7761 77.61%
Honey bee toxicity - 0.8952 89.52%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.6603 66.03%

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 98.79% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.62% 96.77%
CHEMBL261 P00915 Carbonic anhydrase I 94.56% 96.76%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.43% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 93.12% 83.82%
CHEMBL205 P00918 Carbonic anhydrase II 92.82% 98.44%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.38% 93.99%
CHEMBL2581 P07339 Cathepsin D 90.63% 98.95%
CHEMBL2056 P21728 Dopamine D1 receptor 90.35% 91.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.20% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.81% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.75% 85.14%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.35% 82.67%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 86.93% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.45% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.42% 94.45%
CHEMBL2535 P11166 Glucose transporter 84.74% 98.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.68% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.39% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.24% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.55% 90.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.52% 91.11%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.38% 90.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.90% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.74% 82.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.14% 97.14%

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.
There are no matching plants.

Cross-Links

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PubChem 102094750
LOTUS LTS0087378
wikiData Q104945777