6-hydroxymanzamine A

Details

• Internal ID: 42ee7336-6e8f-4333-8515-87f00dcd6106
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (1R,2R,4R,5Z,12R,13S,16Z)-25-(6-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
• InChI: InChI=1S/C36H44N4O2/c41-26-12-13-31-28(21-26)27-14-17-37-32(33(27)38-31)29-23-36(42)16-8-4-1-2-5-9-18-39-20-15-30(29)35(24-39)22-25-11-7-3-6-10-19-40(25)34(35)36/h1,4,7,11-14,17,21,23,25,30,34,38,41-42H,2-3,5-6,8-10,15-16,18-20,22,24H2/b4-1-,11-7-/t25-,30-,34+,35-,36-/m0/s1
• InChI Key: CANRNZBVKKQKEQ-FFMUKQARSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• 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

• manzamine Y
• CHEBI:66668
• (4aR,7S,7aR,13Z,14aR,15aR,18Z)-5-(6-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
• CHEMBL503295
• Q27135287
• (1R,2R,4R,5Z,12R,13S,16Z)-25-(6-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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.8410	84.10%
Blood Brain Barrier	+	0.8507	85.07%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.9971	99.71%
P-glycoprotein inhibitior	+	0.8867	88.67%
P-glycoprotein substrate	+	0.8092	80.92%
CYP3A4 substrate	+	0.7110	71.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6578	65.78%
CYP3A4 inhibition	-	0.5745	57.45%
CYP2C9 inhibition	-	0.7946	79.46%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.6663	66.63%
CYP1A2 inhibition	-	0.6242	62.42%
CYP2C8 inhibition	+	0.7659	76.59%
CYP inhibitory promiscuity	-	0.5147	51.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9427	94.27%
Skin irritation	-	0.7209	72.09%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3836	38.36%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5101	51.01%
skin sensitisation	-	0.8380	83.80%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9077	90.77%
Acute Oral Toxicity (c)	III	0.5376	53.76%
Estrogen receptor binding	+	0.8039	80.39%
Androgen receptor binding	+	0.7843	78.43%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	+	0.6409	64.09%
Aromatase binding	+	0.5932	59.32%
PPAR gamma	+	0.6988	69.88%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	-	0.4737	47.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.43%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.61%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.83%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.70%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.89%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.79%	91.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.78%	92.94%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.37%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.25%	88.56%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.07%	96.69%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	90.93%	96.39%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.62%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.80%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.80%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.70%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.68%	97.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.31%	96.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.07%	85.49%
CHEMBL325	Q13547	Histone deacetylase 1	87.66%	95.92%
CHEMBL1937	Q92769	Histone deacetylase 2	87.64%	94.75%
CHEMBL4208	P20618	Proteasome component C5	86.04%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.87%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.62%	93.04%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.75%	94.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.28%	95.78%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.79%	90.24%
CHEMBL206	P03372	Estrogen receptor alpha	83.77%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.17%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.01%	91.49%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.92%	94.97%
CHEMBL5646	Q6L5J4	FML2_HUMAN	82.54%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.35%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.33%	99.23%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.60%	82.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.22%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.00%	98.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10393120
• LOTUS: LTS0089998
• wikiData: Q27135287