Axinisothiocyanate J

Details

• Internal ID: b6f658a7-c5d6-4524-ac08-06645ee3515b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,4aR,5S,8S)-5-isothiocyanato-2,5-dimethyl-8-propan-2-yl-3,4,4a,6,7,8-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC(C)C1CCC(C2C1=CC(CC2)(C)O)(C)N=C=S
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@]([C@H]2C1=C[C@](CC2)(C)O)(C)N=C=S
• InChI: InChI=1S/C16H25NOS/c1-11(2)12-5-8-16(4,17-10-19)14-6-7-15(3,18)9-13(12)14/h9,11-12,14,18H,5-8H2,1-4H3/t12-,14+,15+,16-/m0/s1
• InChI Key: RDQPBBPUCUTPAG-XZDPQHSOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NOS
• Molecular Weight: 279.40 g/mol
• Exact Mass: 279.16568559 g/mol
• Topological Polar Surface Area (TPSA): 64.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL512911

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7936	79.36%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4009	40.09%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9130	91.30%
P-glycoprotein inhibitior	-	0.9133	91.33%
P-glycoprotein substrate	-	0.7265	72.65%
CYP3A4 substrate	+	0.5206	52.06%
CYP2C9 substrate	-	0.5618	56.18%
CYP2D6 substrate	-	0.7437	74.37%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.7268	72.68%
CYP2C19 inhibition	-	0.6624	66.24%
CYP2D6 inhibition	-	0.8627	86.27%
CYP1A2 inhibition	-	0.7642	76.42%
CYP2C8 inhibition	-	0.9133	91.33%
CYP inhibitory promiscuity	-	0.5314	53.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5718	57.18%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.7967	79.67%
Skin irritation	-	0.6248	62.48%
Skin corrosion	-	0.8746	87.46%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4024	40.24%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6786	67.86%
skin sensitisation	-	0.6581	65.81%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6260	62.60%
Acute Oral Toxicity (c)	III	0.6251	62.51%
Estrogen receptor binding	-	0.6595	65.95%
Androgen receptor binding	-	0.6180	61.80%
Thyroid receptor binding	+	0.6535	65.35%
Glucocorticoid receptor binding	-	0.5923	59.23%
Aromatase binding	-	0.5977	59.77%
PPAR gamma	-	0.8091	80.91%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9630	96.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.46%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.70%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.47%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.90%	82.69%
CHEMBL4072	P07858	Cathepsin B	87.72%	93.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.21%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	84.33%	91.49%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.39%	95.58%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.60%	98.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.11%	96.38%

Plants that contains it

• Moronobea coccinea

Cross-Links

• PubChem: 24862172
• LOTUS: LTS0099775
• wikiData: Q104937887