Nardoaristolone B

Details

• Internal ID: 244a6150-d4e2-4f2f-911f-d1cafb67609a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1aS,1bR,2R,6aR)-1,1,1b,2-tetramethyl-1a,2,3,6a-tetrahydrocyclopropa[a]indene-4,6-dione
• SMILES (Canonical): CC1CC(=O)C=C2C1(C3C(C2=O)C3(C)C)C
• SMILES (Isomeric): C[C@@H]1CC(=O)C=C2[C@]1([C@H]3[C@@H](C2=O)C3(C)C)C
• InChI: InChI=1S/C14H18O2/c1-7-5-8(15)6-9-11(16)10-12(13(10,2)3)14(7,9)4/h6-7,10,12H,5H2,1-4H3/t7-,10-,12+,14+/m1/s1
• InChI Key: JFKBBEXHGRBITG-KGGBIUIESA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 1422517-82-5
• CHEMBL4558924
• SCHEMBL19205776
• AKOS040763475
• E80180

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6348	63.48%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6958	69.58%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9210	92.10%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9517	95.17%
P-glycoprotein inhibitior	-	0.8491	84.91%
P-glycoprotein substrate	-	0.8591	85.91%
CYP3A4 substrate	+	0.5071	50.71%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.6985	69.85%
CYP2C9 inhibition	-	0.7787	77.87%
CYP2C19 inhibition	-	0.5296	52.96%
CYP2D6 inhibition	-	0.8677	86.77%
CYP1A2 inhibition	-	0.7778	77.78%
CYP2C8 inhibition	-	0.9493	94.93%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8923	89.23%
Carcinogenicity (trinary)	Non-required	0.4657	46.57%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.6163	61.63%
Skin irritation	-	0.5305	53.05%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.7581	75.81%
Human Ether-a-go-go-Related Gene inhibition	-	0.5666	56.66%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	+	0.8206	82.06%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5648	56.48%
Acute Oral Toxicity (c)	III	0.5635	56.35%
Estrogen receptor binding	-	0.7108	71.08%
Androgen receptor binding	+	0.6048	60.48%
Thyroid receptor binding	-	0.7040	70.40%
Glucocorticoid receptor binding	-	0.7885	78.85%
Aromatase binding	-	0.7342	73.42%
PPAR gamma	-	0.6350	63.50%
Honey bee toxicity	-	0.8476	84.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.54%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.40%	85.30%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.09%	86.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.57%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.00%	97.25%

Plants that contains it

• Humulus scandens
• Kopsia flavida
• Ribes sanguineum
• Stachys chinensis

Cross-Links

• PubChem: 71583464
• NPASS: NPC14508