Hyrtioerectine B

Details

• Internal ID: 5568cca9-8d24-4e06-8764-5539f32672f9
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (1R,3R)-6-hydroxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
• InChI: InChI=1S/C13H14N2O3/c1-6-12-9(5-11(14-6)13(17)18)8-4-7(16)2-3-10(8)15-12/h2-4,6,11,14-16H,5H2,1H3,(H,17,18)/t6-,11-/m1/s1
• InChI Key: WYQWRMWMBQUYSD-KSBSHMNSSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₃
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.10044231 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 3
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEMBL526126
• (1R,3R)-6-hydroxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.8990	89.90%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7731	77.31%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	-	0.6883	68.83%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.5495	54.95%
CYP3A4 substrate	-	0.5224	52.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7120	71.20%
CYP3A4 inhibition	-	0.9419	94.19%
CYP2C9 inhibition	-	0.8440	84.40%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	+	0.5891	58.91%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6684	66.84%
CYP inhibitory promiscuity	-	0.7274	72.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6615	66.15%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.9414	94.14%
Skin irritation	-	0.8156	81.56%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7016	70.16%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8604	86.04%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7777	77.77%
Acute Oral Toxicity (c)	III	0.4623	46.23%
Estrogen receptor binding	-	0.5722	57.22%
Androgen receptor binding	+	0.5600	56.00%
Thyroid receptor binding	-	0.6847	68.47%
Glucocorticoid receptor binding	-	0.6645	66.45%
Aromatase binding	-	0.6839	68.39%
PPAR gamma	+	0.7471	74.71%
Honey bee toxicity	-	0.9384	93.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.84%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.00%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.16%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.06%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.14%	99.17%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.17%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.65%	90.71%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.26%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.75%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11665960
• LOTUS: LTS0226685
• wikiData: Q105322495