(1S,4R,4aR,7R)-4-isothiocyanato-4,7-dimethyl-1-propan-2-yl-3,4a,5,6-tetrahydro-2H-naphthalene-1,7-diol

Details

• Internal ID: df31cfdd-ffa6-40b9-a352-fc7b73e67946
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4R,4aR,7R)-4-isothiocyanato-4,7-dimethyl-1-propan-2-yl-3,4a,5,6-tetrahydro-2H-naphthalene-1,7-diol
• SMILES (Canonical): CC(C)C1(CCC(C2C1=CC(CC2)(C)O)(C)N=C=S)O
• SMILES (Isomeric): CC(C)[C@]1(CC[C@@]([C@H]2C1=C[C@](CC2)(C)O)(C)N=C=S)O
• InChI: InChI=1S/C16H25NO2S/c1-11(2)16(19)8-7-15(4,17-10-20)12-5-6-14(3,18)9-13(12)16/h9,11-12,18-19H,5-8H2,1-4H3/t12-,14-,15-,16+/m1/s1
• InChI Key: ZUDSVIIZJCRBTA-MIGQKNRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₂S
• Molecular Weight: 295.40 g/mol
• Exact Mass: 295.16060021 g/mol
• Topological Polar Surface Area (TPSA): 84.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6582	65.82%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4395	43.95%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9382	93.82%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8985	89.85%
P-glycoprotein inhibitior	-	0.9142	91.42%
P-glycoprotein substrate	-	0.7808	78.08%
CYP3A4 substrate	+	0.5222	52.22%
CYP2C9 substrate	-	0.5618	56.18%
CYP2D6 substrate	-	0.7437	74.37%
CYP3A4 inhibition	-	0.8190	81.90%
CYP2C9 inhibition	-	0.7169	71.69%
CYP2C19 inhibition	-	0.5912	59.12%
CYP2D6 inhibition	-	0.8475	84.75%
CYP1A2 inhibition	-	0.7252	72.52%
CYP2C8 inhibition	-	0.8415	84.15%
CYP inhibitory promiscuity	+	0.5811	58.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5595	55.95%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8741	87.41%
Skin irritation	-	0.6675	66.75%
Skin corrosion	-	0.8989	89.89%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6043	60.43%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6170	61.70%
skin sensitisation	-	0.6961	69.61%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6793	67.93%
Acute Oral Toxicity (c)	III	0.6593	65.93%
Estrogen receptor binding	-	0.5761	57.61%
Androgen receptor binding	-	0.5071	50.71%
Thyroid receptor binding	+	0.6595	65.95%
Glucocorticoid receptor binding	-	0.5912	59.12%
Aromatase binding	+	0.5467	54.67%
PPAR gamma	-	0.7848	78.48%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9649	96.49%

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	96.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.50%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.26%	97.25%
CHEMBL4072	P07858	Cathepsin B	91.22%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.19%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.94%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.21%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.89%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.53%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.77%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24862226
• LOTUS: LTS0205448
• wikiData: Q105383562