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7a-Hydroxy-13-desoxypaxilline

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 299a5afe-1b19-40d8-a5ac-f68d9673b391
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2S,5S,7R,11R,14S)-5-hydroxy-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) CC12CCC3(C(=CC(=O)C(O3)C(C)(C)O)C1CCC4C2(C5=C(C4)C6=CC=CC=C6N5)C)O
SMILES (Isomeric) C[C@]12CC[C@]3(C(=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)O
InChI InChI=1S/C27H33NO4/c1-24(2,30)23-21(29)14-19-18-10-9-15-13-17-16-7-5-6-8-20(16)28-22(17)26(15,4)25(18,3)11-12-27(19,31)32-23/h5-8,14-15,18,23,28,30-31H,9-13H2,1-4H3/t15-,18-,23-,25-,26+,27-/m0/s1
InChI Key JFVYPWSFDLYZKB-XTHGXZEWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H33NO4
Molecular Weight 435.60 g/mol
Exact Mass 435.24095853 g/mol
Topological Polar Surface Area (TPSA) 82.60 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.16
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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CHEMBL4437034
DTXSID201098551
157530-29-5
2H-1-Benzopyrano[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-14a-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, [2R-(2alpha,4bbeta,6aalpha,12bbeta,12calpha,14abeta)]-

2D Structure

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2D Structure of 7a-Hydroxy-13-desoxypaxilline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9903 99.03%
Caco-2 - 0.6463 64.63%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5577 55.77%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior + 0.8530 85.30%
OATP1B3 inhibitior + 0.9096 90.96%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.9261 92.61%
P-glycoprotein inhibitior - 0.4912 49.12%
P-glycoprotein substrate + 0.5551 55.51%
CYP3A4 substrate + 0.7081 70.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8723 87.23%
CYP3A4 inhibition - 0.8242 82.42%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9087 90.87%
CYP2D6 inhibition - 0.9263 92.63%
CYP1A2 inhibition + 0.8521 85.21%
CYP2C8 inhibition + 0.6447 64.47%
CYP inhibitory promiscuity - 0.7443 74.43%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4395 43.95%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9692 96.92%
Skin irritation - 0.6661 66.61%
Skin corrosion - 0.9264 92.64%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3888 38.88%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5026 50.26%
skin sensitisation - 0.8021 80.21%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6472 64.72%
Acute Oral Toxicity (c) III 0.5393 53.93%
Estrogen receptor binding + 0.8633 86.33%
Androgen receptor binding + 0.6922 69.22%
Thyroid receptor binding + 0.7263 72.63%
Glucocorticoid receptor binding + 0.8128 81.28%
Aromatase binding + 0.8164 81.64%
PPAR gamma + 0.6195 61.95%
Honey bee toxicity - 0.8267 82.67%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9876 98.76%

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 99.40% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.57% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.33% 85.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 95.63% 94.23%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 95.13% 85.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.98% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.96% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.99% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.79% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.42% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.66% 97.09%
CHEMBL1902 P62942 FK506-binding protein 1A 88.97% 97.05%
CHEMBL1951 P21397 Monoamine oxidase A 88.73% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.49% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.36% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.60% 92.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.01% 88.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.95% 94.62%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.16% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.42% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.68% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.87% 95.71%
CHEMBL5028 O14672 ADAM10 80.37% 97.50%

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.
There are no matching plants.

Cross-Links

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PubChem 15214881
LOTUS LTS0083577
wikiData Q77382573