(4aR,7R,8S)-8-[(E)-5-hydroxy-3-methylpent-3-enyl]-4,4,7,8-tetramethyl-4a,5,6,7-tetrahydro-3H-naphthalen-2-one

Details

• Internal ID: fadcfd7d-50b3-4425-a141-2d245907d7e8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (4aR,7R,8S)-8-[(E)-5-hydroxy-3-methylpent-3-enyl]-4,4,7,8-tetramethyl-4a,5,6,7-tetrahydro-3H-naphthalen-2-one
• SMILES (Canonical): CC1CCC2C(=CC(=O)CC2(C)C)C1(C)CCC(=CCO)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2C(=CC(=O)CC2(C)C)[C@@]1(C)CC/C(=C/CO)/C
• InChI: InChI=1S/C20H32O2/c1-14(9-11-21)8-10-20(5)15(2)6-7-17-18(20)12-16(22)13-19(17,3)4/h9,12,15,17,21H,6-8,10-11,13H2,1-5H3/b14-9+/t15-,17+,20+/m1/s1
• InChI Key: NSPVQWDBJCPQCW-CUBNSGRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.7330	73.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.8751	87.51%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6436	64.36%
BSEP inhibitior	+	0.7011	70.11%
P-glycoprotein inhibitior	-	0.6405	64.05%
P-glycoprotein substrate	-	0.6920	69.20%
CYP3A4 substrate	+	0.5985	59.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.8516	85.16%
CYP2C9 inhibition	-	0.8217	82.17%
CYP2C19 inhibition	-	0.7170	71.70%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.7872	78.72%
CYP2C8 inhibition	-	0.8915	89.15%
CYP inhibitory promiscuity	-	0.7595	75.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6113	61.13%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9625	96.25%
Skin irritation	-	0.5535	55.35%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8626	86.26%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6566	65.66%
skin sensitisation	-	0.5905	59.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7598	75.98%
Acute Oral Toxicity (c)	III	0.8662	86.62%
Estrogen receptor binding	+	0.5965	59.65%
Androgen receptor binding	+	0.5550	55.50%
Thyroid receptor binding	+	0.6496	64.96%
Glucocorticoid receptor binding	+	0.6580	65.80%
Aromatase binding	+	0.6731	67.31%
PPAR gamma	+	0.5216	52.16%
Honey bee toxicity	-	0.9335	93.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9791	97.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.48%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.78%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.25%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.04%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.56%	93.00%

Plants that contains it

• Baccharis polifolia

Cross-Links

• PubChem: 163011546
• LOTUS: LTS0266464
• wikiData: Q105185193