Quinocycline B

Details

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Internal ID f08ccf84-c8da-4350-b789-475a5fee014e
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name (1S,16R,17R,19S)-16-[(2S,4R,5S,6S)-5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3,10-dihydroxy-17-methylspiro[18-oxapentacyclo[15.2.1.02,15.04,13.06,11]icosa-2,4(13),6(11),7,9,14-hexaene-19,5'-3,6-dihydro-2H-pyrrolo[2,3-b]pyrrole]-5,12-dione
SMILES (Canonical) CC1C(C(CC(O1)OC2C3=CC4=C(C(=C3C5CC2(OC56C=C7CCN=C7N6)C)O)C(=O)C8=C(C4=O)C(=CC=C8)O)O)(C(=O)C)O
SMILES (Isomeric) C[C@H]1[C@@]([C@@H](C[C@@H](O1)O[C@@H]2C3=CC4=C(C(=C3[C@@H]5C[C@]2(O[C@@]56C=C7CCN=C7N6)C)O)C(=O)C8=C(C4=O)C(=CC=C8)O)O)(C(=O)C)O
InChI InChI=1S/C33H32N2O10/c1-13(36)33(42)14(2)43-22(10-21(33)38)44-29-18-9-17-25(26(39)16-5-4-6-20(37)24(16)27(17)40)28(41)23(18)19-12-31(29,3)45-32(19)11-15-7-8-34-30(15)35-32/h4-6,9,11,14,19,21-22,29,37-38,41-42H,7-8,10,12H2,1-3H3,(H,34,35)/t14-,19-,21+,22-,29+,31+,32-,33+/m0/s1
InChI Key IWQFYWITNQDEGF-ISOVBQQUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H32N2O10
Molecular Weight 616.60 g/mol
Exact Mass 616.20569522 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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Quinocycline B
DTXSID50958401
PA-371-D''
8,13-Dihydroxy-4-methyl-7,12-dioxo-4,4',5,5',7,12-hexahydro-1H,1'H-spiro[1,4-methanoanthra[2,3-d]oxepine-2,2'-pyrrolo[2,3-b]pyrrol]-5-yl 4-C-acetyl-2,6-dideoxyhexopyranoside

2D Structure

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2D Structure of Quinocycline B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9035 90.35%
Caco-2 - 0.8557 85.57%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6202 62.02%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.8481 84.81%
OATP1B3 inhibitior + 0.9274 92.74%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9778 97.78%
P-glycoprotein inhibitior + 0.7669 76.69%
P-glycoprotein substrate + 0.8084 80.84%
CYP3A4 substrate + 0.7568 75.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8691 86.91%
CYP3A4 inhibition - 0.9173 91.73%
CYP2C9 inhibition - 0.7178 71.78%
CYP2C19 inhibition - 0.7060 70.60%
CYP2D6 inhibition - 0.8940 89.40%
CYP1A2 inhibition - 0.8008 80.08%
CYP2C8 inhibition + 0.6659 66.59%
CYP inhibitory promiscuity - 0.8680 86.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4776 47.76%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.9294 92.94%
Skin irritation - 0.7557 75.57%
Skin corrosion - 0.9215 92.15%
Ames mutagenesis + 0.7730 77.30%
Human Ether-a-go-go-Related Gene inhibition - 0.4370 43.70%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8229 82.29%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4718 47.18%
Acute Oral Toxicity (c) III 0.5385 53.85%
Estrogen receptor binding + 0.8833 88.33%
Androgen receptor binding + 0.7733 77.33%
Thyroid receptor binding + 0.6423 64.23%
Glucocorticoid receptor binding + 0.8049 80.49%
Aromatase binding + 0.7452 74.52%
PPAR gamma + 0.7373 73.73%
Honey bee toxicity - 0.6888 68.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9258 92.58%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 99.75% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.37% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.42% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 98.26% 96.21%
CHEMBL4040 P28482 MAP kinase ERK2 98.25% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 97.37% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.31% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.60% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.52% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.27% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.15% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.01% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.28% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.17% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.54% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.24% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.82% 91.24%
CHEMBL1951 P21397 Monoamine oxidase A 84.30% 91.49%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.00% 85.11%
CHEMBL340 P08684 Cytochrome P450 3A4 83.35% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 82.97% 94.73%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.95% 96.67%
CHEMBL226 P30542 Adenosine A1 receptor 82.80% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.65% 96.77%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.93% 99.15%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.91% 93.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.63% 93.56%
CHEMBL1914 P06276 Butyrylcholinesterase 80.97% 95.00%

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 216205
LOTUS LTS0058505
wikiData Q76085729