(5S,7S)-8-hydroxy-4,4,7-trimethyl-9-(2-methylpropanoyl)tricyclo[5.3.1.01,5]undec-8-ene-10,11-dione

Details

• Internal ID: 5586fc55-578c-43a4-bcb1-746e955d9887
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (5S,7S)-8-hydroxy-4,4,7-trimethyl-9-(2-methylpropanoyl)tricyclo[5.3.1.01,5]undec-8-ene-10,11-dione
• SMILES (Canonical): CC(C)C(=O)C1=C(C2(CC3C(CCC3(C1=O)C2=O)(C)C)C)O
• SMILES (Isomeric): CC(C)C(=O)C1=C([C@@]2(C[C@H]3C(CCC3(C1=O)C2=O)(C)C)C)O
• InChI: InChI=1S/C18H24O4/c1-9(2)12(19)11-13(20)17(5)8-10-16(3,4)6-7-18(10,14(11)21)15(17)22/h9-10,20H,6-8H2,1-5H3/t10-,17-,18?/m0/s1
• InChI Key: JMRRKXATSZWNTM-MBYVSMKYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6544	65.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7630	76.30%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.8694	86.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9290	92.90%
P-glycoprotein inhibitior	-	0.8700	87.00%
P-glycoprotein substrate	-	0.8400	84.00%
CYP3A4 substrate	+	0.5354	53.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.8277	82.77%
CYP2C9 inhibition	-	0.6831	68.31%
CYP2C19 inhibition	-	0.9097	90.97%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.7375	73.75%
CYP2C8 inhibition	-	0.9083	90.83%
CYP inhibitory promiscuity	-	0.9385	93.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5889	58.89%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.6022	60.22%
Skin irritation	+	0.6067	60.67%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5853	58.53%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5835	58.35%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7333	73.33%
Acute Oral Toxicity (c)	II	0.3672	36.72%
Estrogen receptor binding	+	0.5270	52.70%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6986	69.86%
Glucocorticoid receptor binding	+	0.5528	55.28%
Aromatase binding	-	0.5871	58.71%
PPAR gamma	+	0.5935	59.35%
Honey bee toxicity	-	0.8677	86.77%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	96.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.15%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.29%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.74%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.09%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.88%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.46%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.49%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.58%	90.71%

Plants that contains it

• Hypericum papuanum

Cross-Links

• PubChem: 44575202
• NPASS: NPC279667
• LOTUS: LTS0256212
• wikiData: Q105131610