(4aS-(4aalpha,5alpha,8abeta))-4a,5,6,7,8,8a-Hexahydro-3-methyl-8-methylene-5-(1-methylethyl)-2(1H)-naphthalenone

Details

• Internal ID: a0f3d164-cc2e-4cd0-89e2-4063b07be73b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aS,5R,8aS)-3-methyl-8-methylidene-5-propan-2-yl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1=CC2C(CCC(=C)C2CC1=O)C(C)C
• SMILES (Isomeric): CC1=C[C@@H]2[C@H](CCC(=C)[C@H]2CC1=O)C(C)C
• InChI: InChI=1S/C15H22O/c1-9(2)12-6-5-10(3)13-8-15(16)11(4)7-14(12)13/h7,9,12-14H,3,5-6,8H2,1-2,4H3/t12-,13-,14-/m1/s1
• InChI Key: QUTSKAAVYUOEQA-MGPQQGTHSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (4aS-(4aalpha,5alpha,8abeta))-4a,5,6,7,8,8a-Hexahydro-3-methyl-8-methylene-5-(1-methylethyl)-2(1H)-naphthalenone
• 2(1H)-Naphthalenone, 4a,5,6,7,8,8a-hexahydro-3-methyl-8-methylene-5-(1-methylethyl)-, (4aS-(4aalpha,5alpha,8abeta))-
• 39765-72-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8306	83.06%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5682	56.82%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.8440	84.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9041	90.41%
P-glycoprotein inhibitior	-	0.9326	93.26%
P-glycoprotein substrate	-	0.8632	86.32%
CYP3A4 substrate	-	0.5155	51.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8616	86.16%
CYP2C9 inhibition	-	0.8101	81.01%
CYP2C19 inhibition	-	0.5737	57.37%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.6372	63.72%
CYP2C8 inhibition	-	0.9501	95.01%
CYP inhibitory promiscuity	-	0.7167	71.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5819	58.19%
Eye corrosion	-	0.9432	94.32%
Eye irritation	+	0.7693	76.93%
Skin irritation	+	0.5594	55.94%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4100	41.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	+	0.8709	87.09%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5514	55.14%
Acute Oral Toxicity (c)	III	0.6016	60.16%
Estrogen receptor binding	-	0.9398	93.98%
Androgen receptor binding	-	0.4914	49.14%
Thyroid receptor binding	-	0.6721	67.21%
Glucocorticoid receptor binding	-	0.7256	72.56%
Aromatase binding	-	0.8096	80.96%
PPAR gamma	-	0.8278	82.78%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.34%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.98%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.11%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	81.32%	94.75%
CHEMBL1871	P10275	Androgen Receptor	80.90%	96.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.58%	93.56%

Plants that contains it

• Condea verticillata

Cross-Links

• PubChem: 56842265
• NPASS: NPC226220