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Dehydroxypaxilline

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 38dd46a4-dce6-4ad6-9936-e599cd01ed39
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2S,5S,7R,11R,14S)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one
SMILES (Canonical) CC12CCC3C(=CC(=O)C(O3)C(C)(C)O)C1CCC4C2(C5=C(C4)C6=CC=CC=C6N5)C
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@H]1CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C
InChI InChI=1S/C27H33NO3/c1-25(2,30)24-21(29)14-18-19-10-9-15-13-17-16-7-5-6-8-20(16)28-23(17)27(15,4)26(19,3)12-11-22(18)31-24/h5-8,14-15,19,22,24,28,30H,9-13H2,1-4H3/t15-,19-,22-,24-,26-,27+/m0/s1
InChI Key GYSZYWSJZCKCBD-LXGUAGHKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H33NO3
Molecular Weight 419.60 g/mol
Exact Mass 419.24604391 g/mol
Topological Polar Surface Area (TPSA) 62.30 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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DEHYDROXYPAXILLINE
13-Deoxypaxilline
13-dehydroxypaxilline
CHEMBL2408948
CHEBI:187070
DTXSID901099217
C20531
(1S,2S,5S,7R,11R,14S)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one
(2R,4bR,6aS,12bS,12cS,14aS)-5,6,6a,7,12,12b,12c,13,14,14a-Decahydro-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-1-benzopyrano[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one
112900-05-7

2D Structure

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2D Structure of Dehydroxypaxilline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 - 0.5702 57.02%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6646 66.46%
OATP2B1 inhibitior - 0.8550 85.50%
OATP1B1 inhibitior + 0.8139 81.39%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9434 94.34%
P-glycoprotein inhibitior + 0.6388 63.88%
P-glycoprotein substrate - 0.5322 53.22%
CYP3A4 substrate + 0.7048 70.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8701 87.01%
CYP3A4 inhibition - 0.8184 81.84%
CYP2C9 inhibition - 0.8529 85.29%
CYP2C19 inhibition - 0.7949 79.49%
CYP2D6 inhibition - 0.8861 88.61%
CYP1A2 inhibition + 0.8993 89.93%
CYP2C8 inhibition + 0.5757 57.57%
CYP inhibitory promiscuity + 0.5447 54.47%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5068 50.68%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9798 97.98%
Skin irritation - 0.7142 71.42%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7939 79.39%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5441 54.41%
skin sensitisation - 0.7868 78.68%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5787 57.87%
Acute Oral Toxicity (c) III 0.5581 55.81%
Estrogen receptor binding + 0.8728 87.28%
Androgen receptor binding + 0.6679 66.79%
Thyroid receptor binding + 0.6957 69.57%
Glucocorticoid receptor binding + 0.8493 84.93%
Aromatase binding + 0.7676 76.76%
PPAR gamma + 0.6578 65.78%
Honey bee toxicity - 0.8390 83.90%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9822 98.22%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.42% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.18% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.87% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.88% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.44% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.34% 94.45%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 92.09% 85.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.43% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.20% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.80% 97.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.27% 94.23%
CHEMBL1914 P06276 Butyrylcholinesterase 89.33% 95.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.58% 96.39%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.30% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.73% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.39% 93.99%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.04% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.95% 95.89%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.31% 88.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.57% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 83.20% 97.05%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.90% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.74% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.74% 95.71%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.35% 94.62%

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.
Lolium perenne

Cross-Links

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PubChem 14166134
LOTUS LTS0241117
wikiData Q76423627