Narchinol C

Details

• Internal ID: 10742dbb-144c-4921-b794-e018017a7393
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4R,4aS,5R,7R)-4,7-dihydroxy-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
• SMILES (Canonical): CC1CC(C=C2C1(C(C=CC2=O)O)C)O
• SMILES (Isomeric): C[C@@H]1C[C@H](C=C2[C@]1([C@@H](C=CC2=O)O)C)O
• InChI: InChI=1S/C12H16O3/c1-7-5-8(13)6-9-10(14)3-4-11(15)12(7,9)2/h3-4,6-8,11,13,15H,5H2,1-2H3/t7-,8-,11-,12+/m1/s1
• InChI Key: MPVZRKBKGSHLGP-VNOQCFOKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• RefChem:164831
• (4R,4aS,5R,7R)-4,7-dihydroxy-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
• CHEMBL1933708

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8016	80.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6937	69.37%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9836	98.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8802	88.02%
BSEP inhibitior	-	0.9404	94.04%
P-glycoprotein inhibitior	-	0.9689	96.89%
P-glycoprotein substrate	-	0.8035	80.35%
CYP3A4 substrate	+	0.5328	53.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.6684	66.84%
CYP2C9 inhibition	-	0.8133	81.33%
CYP2C19 inhibition	-	0.7359	73.59%
CYP2D6 inhibition	-	0.7819	78.19%
CYP1A2 inhibition	-	0.7731	77.31%
CYP2C8 inhibition	-	0.9395	93.95%
CYP inhibitory promiscuity	-	0.6305	63.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8713	87.13%
Carcinogenicity (trinary)	Non-required	0.4739	47.39%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8127	81.27%
Skin irritation	+	0.5463	54.63%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6260	62.60%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6262	62.62%
skin sensitisation	+	0.5613	56.13%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4523	45.23%
Acute Oral Toxicity (c)	III	0.6884	68.84%
Estrogen receptor binding	-	0.8715	87.15%
Androgen receptor binding	-	0.7691	76.91%
Thyroid receptor binding	-	0.7069	70.69%
Glucocorticoid receptor binding	-	0.8885	88.85%
Aromatase binding	-	0.8770	87.70%
PPAR gamma	-	0.9014	90.14%
Honey bee toxicity	-	0.8131	81.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9614	96.14%

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	93.78%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.67%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.24%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.98%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.02%	90.71%
CHEMBL1871	P10275	Androgen Receptor	82.09%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.93%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.26%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56835096
• NPASS: NPC38796
• ChEMBL: CHEMBL1933708