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(3S,6R)-19-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-11-hydroxy-3-(hydroxymethyl)-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 9c8df64d-71cd-440e-9962-31f13a773018
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-(hydroxymethyl)-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) CC1C(C(CC(O1)OC2=CC=CC3=C2C(=O)C4=C(C3=O)C5=C(C=C(C=C5O)C)C6N4C(C(=O)O6)CO)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H](C[C@@H](O1)OC2=CC=CC3=C2C(=O)C4=C(C3=O)C5=C(C=C(C=C5O)C)[C@@H]6N4[C@H](C(=O)O6)CO)O)O
InChI InChI=1S/C27H25NO10/c1-10-6-13-19(15(30)7-10)21-22(28-14(9-29)27(35)38-26(13)28)25(34)20-12(24(21)33)4-3-5-17(20)37-18-8-16(31)23(32)11(2)36-18/h3-7,11,14,16,18,23,26,29-32H,8-9H2,1-2H3/t11-,14-,16+,18-,23-,26+/m0/s1
InChI Key YJZPHITXTBWGEN-VXUIHZKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H25NO10
Molecular Weight 523.50 g/mol
Exact Mass 523.14784599 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 0.96
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-(hydroxymethyl)-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 + 0.9153 91.53%
Caco-2 - 0.8106 81.06%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6844 68.44%
OATP2B1 inhibitior - 0.8552 85.52%
OATP1B1 inhibitior + 0.8688 86.88%
OATP1B3 inhibitior + 0.9344 93.44%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9066 90.66%
BSEP inhibitior + 0.8988 89.88%
P-glycoprotein inhibitior + 0.6361 63.61%
P-glycoprotein substrate + 0.6427 64.27%
CYP3A4 substrate + 0.6992 69.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.8558 85.58%
CYP2C9 inhibition - 0.7133 71.33%
CYP2C19 inhibition - 0.7733 77.33%
CYP2D6 inhibition - 0.9043 90.43%
CYP1A2 inhibition - 0.6202 62.02%
CYP2C8 inhibition + 0.4456 44.56%
CYP inhibitory promiscuity - 0.7295 72.95%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4457 44.57%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.7881 78.81%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5701 57.01%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8539 85.39%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6010 60.10%
Acute Oral Toxicity (c) III 0.6334 63.34%
Estrogen receptor binding + 0.8084 80.84%
Androgen receptor binding + 0.7443 74.43%
Thyroid receptor binding - 0.5386 53.86%
Glucocorticoid receptor binding + 0.7192 71.92%
Aromatase binding - 0.6201 62.01%
PPAR gamma + 0.6403 64.03%
Honey bee toxicity - 0.7705 77.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8420 84.20%

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 99.04% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.77% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 97.68% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.12% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.82% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.80% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.47% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.53% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.70% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.62% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.90% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.39% 97.21%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.28% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.46% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.90% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.81% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.80% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 84.43% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.62% 99.15%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.60% 96.38%
CHEMBL2535 P11166 Glucose transporter 81.89% 98.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.54% 96.21%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.64% 100.00%

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 162868596
LOTUS LTS0142227
wikiData Q105349567