4a-Hydroxy-8a-methyl-4-methylidene-6-propan-2-yl-2,3,5,6,7,8-hexahydronaphthalen-1-one

Details

• Internal ID: 70be33a6-e31d-48a2-a703-8315cf28fc95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 4a-hydroxy-8a-methyl-4-methylidene-6-propan-2-yl-2,3,5,6,7,8-hexahydronaphthalen-1-one
• SMILES (Canonical): CC(C)C1CCC2(C(=O)CCC(=C)C2(C1)O)C
• SMILES (Isomeric): CC(C)C1CCC2(C(=O)CCC(=C)C2(C1)O)C
• InChI: InChI=1S/C15H24O2/c1-10(2)12-7-8-14(4)13(16)6-5-11(3)15(14,17)9-12/h10,12,17H,3,5-9H2,1-2,4H3
• InChI Key: FBFPIPZUUNYSEA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8206	82.06%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6706	67.06%
P-glycoprotein inhibitior	-	0.9367	93.67%
P-glycoprotein substrate	-	0.8958	89.58%
CYP3A4 substrate	+	0.5788	57.88%
CYP2C9 substrate	-	0.8375	83.75%
CYP2D6 substrate	-	0.8168	81.68%
CYP3A4 inhibition	-	0.8025	80.25%
CYP2C9 inhibition	-	0.7756	77.56%
CYP2C19 inhibition	-	0.5367	53.67%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8071	80.71%
CYP2C8 inhibition	-	0.9625	96.25%
CYP inhibitory promiscuity	-	0.9037	90.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5190	51.90%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.5726	57.26%
Skin irritation	+	0.6149	61.49%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6687	66.87%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6192	61.92%
skin sensitisation	+	0.5499	54.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	-	0.7831	78.31%
Androgen receptor binding	-	0.5739	57.39%
Thyroid receptor binding	-	0.4911	49.11%
Glucocorticoid receptor binding	-	0.5108	51.08%
Aromatase binding	-	0.6711	67.11%
PPAR gamma	-	0.7416	74.16%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	95.32%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.15%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.64%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.36%	96.38%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.06%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.04%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.21%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	80.60%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.28%	90.71%

Plants that contains it

• Jacobaea ambracea

Cross-Links

• PubChem: 163047070
• LOTUS: LTS0247494
• wikiData: Q104992605