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(3S,6R)-19-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-11-hydroxy-3-[(1R)-1-hydroxyethyl]-9-methyl-5-oxa-2-azapentacyclo[11.8.0.02,6.07,12.015,20]henicosa-1(13),7(12),8,10,15(20),16,18-heptaene-4,14,21-trione

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 d1046123-52f6-4163-9dd2-b7feaaf3f3fb
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
IUPAC Name (3S,6R)-19-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-11-hydroxy-3-[(1R)-1-hydroxyethyl]-9-methyl-5-oxa-2-azapentacyclo[11.8.0.02,6.07,12.015,20]henicosa-1(13),7(12),8,10,15(20),16,18-heptaene-4,14,21-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H27NO10/c1-10-7-14-19(15(31)8-10)21-23(29-22(11(2)30)28(36)39-27(14)29)26(35)20-13(25(21)34)5-4-6-17(20)38-18-9-16(32)24(33)12(3)37-18/h4-8,11-12,16,18,22,24,27,30-33H,9H2,1-3H3/t11-,12+,16-,18+,22+,24+,27-/m1/s1
InChI Key MJZNHFLLLVVUBU-PHTQOABUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H27NO10
Molecular Weight 537.50 g/mol
Exact Mass 537.16349606 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.35
H-Bond Acceptor 11
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 (3S,6R)-19-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-11-hydroxy-3-[(1R)-1-hydroxyethyl]-9-methyl-5-oxa-2-azapentacyclo[11.8.0.02,6.07,12.015,20]henicosa-1(13),7(12),8,10,15(20),16,18-heptaene-4,14,21-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8909 89.09%
Caco-2 - 0.8035 80.35%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6450 64.50%
OATP2B1 inhibitior - 0.8553 85.53%
OATP1B1 inhibitior + 0.8825 88.25%
OATP1B3 inhibitior + 0.9283 92.83%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9566 95.66%
BSEP inhibitior + 0.7879 78.79%
P-glycoprotein inhibitior + 0.6234 62.34%
P-glycoprotein substrate + 0.6170 61.70%
CYP3A4 substrate + 0.6914 69.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition - 0.8749 87.49%
CYP2C9 inhibition - 0.7666 76.66%
CYP2C19 inhibition - 0.7457 74.57%
CYP2D6 inhibition - 0.8811 88.11%
CYP1A2 inhibition - 0.6834 68.34%
CYP2C8 inhibition - 0.5878 58.78%
CYP inhibitory promiscuity - 0.8244 82.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4911 49.11%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9311 93.11%
Skin irritation - 0.7882 78.82%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4892 48.92%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8500 85.00%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6296 62.96%
Acute Oral Toxicity (c) III 0.5888 58.88%
Estrogen receptor binding + 0.8358 83.58%
Androgen receptor binding + 0.6809 68.09%
Thyroid receptor binding + 0.5363 53.63%
Glucocorticoid receptor binding + 0.7576 75.76%
Aromatase binding - 0.6151 61.51%
PPAR gamma + 0.6515 65.15%
Honey bee toxicity - 0.7410 74.10%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9254 92.54%

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
CHEMBL2581 P07339 Cathepsin D 99.56% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.30% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.78% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.46% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.54% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.32% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.00% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 94.95% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.93% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.76% 99.15%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.19% 93.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.97% 97.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.95% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.94% 86.33%
CHEMBL2535 P11166 Glucose transporter 90.75% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.94% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.84% 93.40%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.70% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.17% 96.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.71% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.31% 90.71%
CHEMBL4444 P04070 Vitamin K-dependent protein C 84.96% 93.89%
CHEMBL3401 O75469 Pregnane X receptor 84.71% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.23% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.88% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.02% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.67% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.63% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.19% 83.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162951172
LOTUS LTS0060129
wikiData Q105165775