PlantaeDB Logo
Login Sign-up

8-Hydroxymanzamine A

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

Top
Internal ID 6a0572ce-79f1-4051-9865-941cf7d9e2d9
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (1R,2R,4R,5Z,12R,13S,16Z)-25-(8-hydroxy-9H-pyrido[3,4-b]indol-1-yl)-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-trien-13-ol
SMILES (Canonical) C1CCN2CCC3C(=CC(CCC=CC1)(C4C3(C2)CC5N4CCCCC=C5)O)C6=NC=CC7=C6NC8=C7C=CC=C8O
SMILES (Isomeric) C1CCN2CC[C@H]3C(=C[C@@](CC/C=C\C1)([C@H]4[C@]3(C2)C[C@H]/5N4CCCC/C=C5)O)C6=NC=CC7=C6NC8=C7C=CC=C8O
InChI InChI=1S/C36H44N4O2/c41-30-14-11-13-26-27-15-18-37-32(33(27)38-31(26)30)28-23-36(42)17-8-4-1-2-5-9-19-39-21-16-29(28)35(24-39)22-25-12-7-3-6-10-20-40(25)34(35)36/h1,4,7,11-15,18,23,25,29,34,38,41-42H,2-3,5-6,8-10,16-17,19-22,24H2/b4-1-,12-7-/t25-,29-,34+,35-,36-/m0/s1
InChI Key AMSNINGPDSUBHZ-WAUQNXBMSA-N
Popularity 7 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H44N4O2
Molecular Weight 564.80 g/mol
Exact Mass 564.34642666 g/mol
Topological Polar Surface Area (TPSA) 75.60 Ų
XlogP 5.30
Atomic LogP (AlogP) 6.56
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

Top
CHEBI:66669
(4aR,7S,7aR,13Z,14aR,15aR,18Z)-5-(8-hydroxy-9H-beta-carbolin-1-yl)-4,4a,9,10,11,12,14a,15-octahydro-3H-7,2-oct[3]enoazocino[1',2':1,5]pyrrolo[2,3-i]isoquinolin-7(1H,7aH)-ol
(+)8-Hydroxymanzamine A
CHEMBL255685
DTXSID601098210
PD183357
PD183358
Q27135288
(13S,1R,2R,4R)-25-(8-Hydroxybeta-carbolinyl)-11,22-diazapentacyclo[11.11.2.1<2,22>.0<2,12>.0<4,11>]heptacosa-5,16,25-trien-13-ol
(1R,4S,9Z,13S,13aR,20aR,21aR)-2,3,5,6,7,8,11,12,15,16,17,18,20a,21-Tetradecahydro-24-(8-hydroxy-9H-pyrido[3,4-b]indol-1-yl)-1,13-etheno-4,21a-methano-1H-azocino[1',2':1,5]pyrrolo[3,2-e]azacyclopentadecin-13(13aH)-ol

2D Structure

Top
2D Structure of 8-Hydroxymanzamine A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9905 99.05%
Caco-2 - 0.8324 83.24%
Blood Brain Barrier + 0.8007 80.07%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7489 74.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8823 88.23%
OATP1B3 inhibitior + 0.9460 94.60%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9937 99.37%
P-glycoprotein inhibitior + 0.8722 87.22%
P-glycoprotein substrate + 0.7652 76.52%
CYP3A4 substrate + 0.7081 70.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6578 65.78%
CYP3A4 inhibition - 0.6543 65.43%
CYP2C9 inhibition - 0.7888 78.88%
CYP2C19 inhibition - 0.7609 76.09%
CYP2D6 inhibition - 0.6377 63.77%
CYP1A2 inhibition - 0.6822 68.22%
CYP2C8 inhibition + 0.7263 72.63%
CYP inhibitory promiscuity - 0.6848 68.48%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6164 61.64%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9403 94.03%
Skin irritation - 0.7194 71.94%
Skin corrosion - 0.9123 91.23%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6695 66.95%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5274 52.74%
skin sensitisation - 0.8279 82.79%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9085 90.85%
Acute Oral Toxicity (c) III 0.5327 53.27%
Estrogen receptor binding + 0.8014 80.14%
Androgen receptor binding + 0.7800 78.00%
Thyroid receptor binding + 0.5807 58.07%
Glucocorticoid receptor binding + 0.6301 63.01%
Aromatase binding + 0.6257 62.57%
PPAR gamma + 0.6753 67.53%
Honey bee toxicity - 0.8300 83.00%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.4400 44.00%

Targets

Top

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 97.67% 91.11%
CHEMBL240 Q12809 HERG 97.44% 89.76%
CHEMBL1937 Q92769 Histone deacetylase 2 97.36% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.79% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.09% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.85% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.75% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.59% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.80% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.77% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.60% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.20% 94.45%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 90.79% 96.39%
CHEMBL213 P08588 Beta-1 adrenergic receptor 90.63% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.57% 99.23%
CHEMBL2581 P07339 Cathepsin D 90.40% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.36% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.35% 95.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.84% 96.00%
CHEMBL1991 O14920 Inhibitor of nuclear factor kappa B kinase beta subunit 87.09% 97.15%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.17% 99.18%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.16% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.13% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.99% 93.03%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.80% 93.10%
CHEMBL325 Q13547 Histone deacetylase 1 83.65% 95.92%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 83.04% 98.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.72% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.59% 99.15%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.25% 100.00%
CHEMBL5646 Q6L5J4 FML2_HUMAN 82.10% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.83% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.15% 93.04%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.06% 92.88%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.02% 85.49%

Plants that contains it

Top
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

Top
PubChem 5270765
LOTUS LTS0190423
wikiData Q27135288