Bowdensine

Details

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Internal ID f60c1de1-0dd6-4638-aaf3-e0dc95cd3a54
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
IUPAC Name (17-acetyloxy-9-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9-trien-16-yl) acetate
SMILES (Canonical) CC(=O)OC1CCC2C3(C1OC(=O)C)CCN2CC4=C(C5=C(C=C34)OCO5)OC
SMILES (Isomeric) CC(=O)OC1CCC2C3(C1OC(=O)C)CCN2CC4=C(C5=C(C=C34)OCO5)OC
InChI InChI=1S/C21H25NO7/c1-11(23)28-15-4-5-17-21(20(15)29-12(2)24)6-7-22(17)9-13-14(21)8-16-19(18(13)25-3)27-10-26-16/h8,15,17,20H,4-7,9-10H2,1-3H3
InChI Key DKPKNLDZUOGWFB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25NO7
Molecular Weight 403.40 g/mol
Exact Mass 403.16310214 g/mol
Topological Polar Surface Area (TPSA) 83.50 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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DKPKNLDZUOGWFB-UHFFFAOYSA-N
1-(Acetyloxy)-7-methoxycrinan-2-yl acetate #

2D Structure

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2D Structure of Bowdensine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8944 89.44%
Caco-2 + 0.6520 65.20%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4779 47.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9444 94.44%
OATP1B3 inhibitior + 0.9232 92.32%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8786 87.86%
P-glycoprotein inhibitior + 0.5962 59.62%
P-glycoprotein substrate - 0.5530 55.30%
CYP3A4 substrate + 0.6115 61.15%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate + 0.3571 35.71%
CYP3A4 inhibition + 0.8421 84.21%
CYP2C9 inhibition - 0.8650 86.50%
CYP2C19 inhibition - 0.5823 58.23%
CYP2D6 inhibition - 0.7463 74.63%
CYP1A2 inhibition - 0.7631 76.31%
CYP2C8 inhibition - 0.7086 70.86%
CYP inhibitory promiscuity - 0.7512 75.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5013 50.13%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9626 96.26%
Skin irritation - 0.8288 82.88%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4582 45.82%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5718 57.18%
skin sensitisation - 0.8448 84.48%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5949 59.49%
Acute Oral Toxicity (c) III 0.5332 53.32%
Estrogen receptor binding + 0.7931 79.31%
Androgen receptor binding + 0.5766 57.66%
Thyroid receptor binding - 0.5796 57.96%
Glucocorticoid receptor binding + 0.7883 78.83%
Aromatase binding - 0.5722 57.22%
PPAR gamma + 0.6981 69.81%
Honey bee toxicity - 0.8103 81.03%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7167 71.67%

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 99.01% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.36% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.37% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.24% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.02% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.65% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.57% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.04% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.67% 91.19%
CHEMBL2581 P07339 Cathepsin D 85.15% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.95% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.91% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.45% 94.80%
CHEMBL2535 P11166 Glucose transporter 83.68% 98.75%
CHEMBL4208 P20618 Proteasome component C5 82.44% 90.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.22% 80.96%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.09% 100.00%
CHEMBL5028 O14672 ADAM10 81.34% 97.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.16% 91.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.88% 94.00%

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.
Brunsvigia orientalis
Crinum bulbispermum
Crinum macowanii

Cross-Links

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PubChem 541341
LOTUS LTS0170960
wikiData Q104983575