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7a-Hydroxypaxilline

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 4192d702-9093-47fd-bf49-16893a5a7df7
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,5S,7R,11S,14S)-5,11-dihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C27H33NO5/c1-23(2,30)22-19(29)14-20-26(31)10-9-15-13-17-16-7-5-6-8-18(16)28-21(17)25(15,4)24(26,3)11-12-27(20,32)33-22/h5-8,14-15,22,28,30-32H,9-13H2,1-4H3/t15-,22-,24+,25+,26+,27-/m0/s1
InChI Key ROIDNUNHRGMTMG-SAMRHTEJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H33NO5
Molecular Weight 451.60 g/mol
Exact Mass 451.23587315 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.28
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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DTXSID001098674
157530-30-8
(2R,4bS,6aS,12bS,12cR,14aS)-5,6,6a,7,12,12b,12c,13,14,14a-Decahydro-4b,14a-dihydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-1-benzopyrano[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one

2D Structure

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2D Structure of 7a-Hydroxypaxilline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9830 98.30%
Caco-2 - 0.7047 70.47%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4838 48.38%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9131 91.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9446 94.46%
P-glycoprotein inhibitior - 0.5686 56.86%
P-glycoprotein substrate + 0.5412 54.12%
CYP3A4 substrate + 0.7002 70.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8572 85.72%
CYP3A4 inhibition - 0.8567 85.67%
CYP2C9 inhibition - 0.8982 89.82%
CYP2C19 inhibition - 0.9054 90.54%
CYP2D6 inhibition - 0.9221 92.21%
CYP1A2 inhibition + 0.7527 75.27%
CYP2C8 inhibition + 0.6293 62.93%
CYP inhibitory promiscuity - 0.7026 70.26%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4659 46.59%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9569 95.69%
Skin irritation - 0.6771 67.71%
Skin corrosion - 0.9233 92.33%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4517 45.17%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5735 57.35%
skin sensitisation - 0.8082 80.82%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7475 74.75%
Acute Oral Toxicity (c) III 0.5731 57.31%
Estrogen receptor binding + 0.8632 86.32%
Androgen receptor binding + 0.7269 72.69%
Thyroid receptor binding + 0.7082 70.82%
Glucocorticoid receptor binding + 0.8153 81.53%
Aromatase binding + 0.8366 83.66%
PPAR gamma + 0.6451 64.51%
Honey bee toxicity - 0.8383 83.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9846 98.46%

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%
CHEMBL2581 P07339 Cathepsin D 97.38% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.19% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.69% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 96.62% 94.23%
CHEMBL1951 P21397 Monoamine oxidase A 95.74% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.90% 97.25%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.52% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.15% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.14% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.29% 94.62%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.27% 85.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.30% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.28% 88.56%
CHEMBL1937 Q92769 Histone deacetylase 2 88.47% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.33% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 85.78% 97.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.32% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.27% 94.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.17% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.06% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.83% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.52% 94.08%
CHEMBL2535 P11166 Glucose transporter 82.95% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.61% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.40% 92.62%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.99% 95.00%
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 10433968
LOTUS LTS0026364
wikiData Q77565110