[(4aS,9aR)-9,9a-dihydro-4aH-pyrido[3,4-b]indol-1-yl]methanol

Details

• Internal ID: 226843eb-cbe1-449f-9971-6b74d798675c
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: [(4aS,9aR)-9,9a-dihydro-4aH-pyrido[3,4-b]indol-1-yl]methanol
• SMILES (Canonical): C1=CC=C2C(=C1)C3C=CN=C(C3N2)CO
• SMILES (Isomeric): C1=CC=C2C(=C1)[C@@H]3C=CN=C([C@@H]3N2)CO
• InChI: InChI=1S/C12H12N2O/c15-7-11-12-9(5-6-13-11)8-3-1-2-4-10(8)14-12/h1-6,9,12,14-15H,7H2/t9-,12+/m0/s1
• InChI Key: INDULJXZEHWXFH-JOYOIKCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.24 g/mol
• Exact Mass: 200.094963011 g/mol
• Topological Polar Surface Area (TPSA): 44.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.7005	70.05%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5533	55.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8803	88.03%
P-glycoprotein inhibitior	-	0.9838	98.38%
P-glycoprotein substrate	-	0.8072	80.72%
CYP3A4 substrate	-	0.5364	53.64%
CYP2C9 substrate	+	0.6021	60.21%
CYP2D6 substrate	-	0.6935	69.35%
CYP3A4 inhibition	-	0.6679	66.79%
CYP2C9 inhibition	-	0.7066	70.66%
CYP2C19 inhibition	-	0.6863	68.63%
CYP2D6 inhibition	-	0.5354	53.54%
CYP1A2 inhibition	+	0.7017	70.17%
CYP2C8 inhibition	-	0.5995	59.95%
CYP inhibitory promiscuity	+	0.5489	54.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7368	73.68%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.8035	80.35%
Skin irritation	-	0.7200	72.00%
Skin corrosion	-	0.8982	89.82%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5141	51.41%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5163	51.63%
skin sensitisation	-	0.7693	76.93%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.6497	64.97%
Estrogen receptor binding	-	0.5500	55.00%
Androgen receptor binding	-	0.5524	55.24%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	-	0.6635	66.35%
Aromatase binding	+	0.6374	63.74%
PPAR gamma	-	0.4857	48.57%
Honey bee toxicity	-	0.9508	95.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.7152	71.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.07%	94.62%
CHEMBL2581	P07339	Cathepsin D	89.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.84%	91.11%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.93%	89.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.38%	88.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.24%	89.67%

Plants that contains it

• Brucea mollis

Cross-Links

• PubChem: 162990083
• LOTUS: LTS0015826
• wikiData: Q105116124