Terreusinol

Details

• Internal ID: 482be3e1-7b5f-485d-b0de-85fd4b5c6f61
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 2-[(1S)-1,2-dihydroxy-2-methylpropyl]-6-[(1R)-1-hydroxy-2-methylpropyl]-1,5-dihydropyrrolo[2,3-f]indole-4,8-dione
• SMILES (Canonical): CC(C)C(C1=CC2=C(N1)C(=O)C3=C(C2=O)NC(=C3)C(C(C)(C)O)O)O
• SMILES (Isomeric): CC(C)[C@H](C1=CC2=C(N1)C(=O)C3=C(C2=O)NC(=C3)[C@@H](C(C)(C)O)O)O
• InChI: InChI=1S/C18H22N2O5/c1-7(2)14(21)10-5-8-12(19-10)16(23)9-6-11(17(24)18(3,4)25)20-13(9)15(8)22/h5-7,14,17,19-21,24-25H,1-4H3/t14-,17+/m1/s1
• InChI Key: NYJOLGKNCIXTSU-PBHICJAKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.15287181 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9309	93.09%
Caco-2	-	0.7261	72.61%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7730	77.30%
P-glycoprotein inhibitior	-	0.7676	76.76%
P-glycoprotein substrate	-	0.7480	74.80%
CYP3A4 substrate	-	0.5953	59.53%
CYP2C9 substrate	-	0.5947	59.47%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8569	85.69%
CYP2C9 inhibition	-	0.7314	73.14%
CYP2C19 inhibition	-	0.7644	76.44%
CYP2D6 inhibition	-	0.8775	87.75%
CYP1A2 inhibition	-	0.5556	55.56%
CYP2C8 inhibition	-	0.9636	96.36%
CYP inhibitory promiscuity	-	0.8120	81.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5755	57.55%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.6109	61.09%
Skin irritation	-	0.8074	80.74%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7692	76.92%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8661	86.61%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6021	60.21%
Acute Oral Toxicity (c)	III	0.6148	61.48%
Estrogen receptor binding	+	0.5903	59.03%
Androgen receptor binding	+	0.6590	65.90%
Thyroid receptor binding	+	0.6590	65.90%
Glucocorticoid receptor binding	+	0.5595	55.95%
Aromatase binding	+	0.6073	60.73%
PPAR gamma	+	0.6165	61.65%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.4048	40.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.78%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.55%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.97%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.12%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.37%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.50%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.19%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.61%	93.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.31%	97.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.77%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.15%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11484779
• LOTUS: LTS0258511
• wikiData: Q77369583