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

Details

• Internal ID: e596725a-ef96-428c-991f-d00ab50dd262
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4R,4aS,6S)-6-isothiocyanato-1,6-dimethyl-4-propan-2-yl-2,3,4,4a,5,7-hexahydro-1H-naphthalene
• SMILES (Canonical): CC1CCC(C2C1=CCC(C2)(C)N=C=S)C(C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]([C@H]2C1=CC[C@](C2)(C)N=C=S)C(C)C
• InChI: InChI=1S/C16H25NS/c1-11(2)13-6-5-12(3)14-7-8-16(4,17-10-18)9-15(13)14/h7,11-13,15H,5-6,8-9H2,1-4H3/t12-,13-,15+,16+/m1/s1
• InChI Key: KDOKXEAZIZAWIZ-VDERGJSUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NS
• Molecular Weight: 263.40 g/mol
• Exact Mass: 263.17077098 g/mol
• Topological Polar Surface Area (TPSA): 44.40 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.7278	72.78%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5541	55.41%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7523	75.23%
P-glycoprotein inhibitior	-	0.8914	89.14%
P-glycoprotein substrate	-	0.6799	67.99%
CYP3A4 substrate	+	0.5447	54.47%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.6903	69.03%
CYP3A4 inhibition	-	0.8518	85.18%
CYP2C9 inhibition	-	0.7302	73.02%
CYP2C19 inhibition	-	0.6037	60.37%
CYP2D6 inhibition	-	0.8614	86.14%
CYP1A2 inhibition	-	0.7202	72.02%
CYP2C8 inhibition	-	0.8033	80.33%
CYP inhibitory promiscuity	+	0.7232	72.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5577	55.77%
Eye corrosion	-	0.9392	93.92%
Eye irritation	-	0.6141	61.41%
Skin irritation	-	0.6568	65.68%
Skin corrosion	-	0.7576	75.76%
Ames mutagenesis	-	0.5419	54.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.4749	47.49%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5940	59.40%
skin sensitisation	-	0.5674	56.74%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5336	53.36%
Acute Oral Toxicity (c)	III	0.6144	61.44%
Estrogen receptor binding	-	0.7177	71.77%
Androgen receptor binding	-	0.4880	48.80%
Thyroid receptor binding	+	0.6334	63.34%
Glucocorticoid receptor binding	-	0.7219	72.19%
Aromatase binding	-	0.5647	56.47%
PPAR gamma	-	0.7770	77.70%
Honey bee toxicity	-	0.8217	82.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.90%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.81%	96.61%
CHEMBL1871	P10275	Androgen Receptor	83.44%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	82.77%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	82.32%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.58%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.21%	95.56%

Plants that contains it

• Digitalis chalcantha
• Halleria lucida
• Millingtonia hortensis
• Sesamum alatum

Cross-Links

• PubChem: 163090601
• LOTUS: LTS0228853
• wikiData: Q105265971