(4aS,8aS)-8-[(3R)-3-hydroxy-3-methylpent-4-enyl]-4,4,7,8a-tetramethyl-1,3,4a,5-tetrahydronaphthalene-2,6-dione

Details

• Internal ID: f6f9d6a7-9d59-46b9-a3b6-a6bea5de3b13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,8aS)-8-[(3R)-3-hydroxy-3-methylpent-4-enyl]-4,4,7,8a-tetramethyl-1,3,4a,5-tetrahydronaphthalene-2,6-dione
• InChI: InChI=1S/C20H30O3/c1-7-19(5,23)9-8-15-13(2)16(22)10-17-18(3,4)11-14(21)12-20(15,17)6/h7,17,23H,1,8-12H2,2-6H3/t17-,19-,20+/m0/s1
• InChI Key: KVMJECLNUJFBOG-YSIASYRMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.6893	68.93%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8228	82.28%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6482	64.82%
P-glycoprotein inhibitior	-	0.7621	76.21%
P-glycoprotein substrate	-	0.8235	82.35%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.8818	88.18%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.9608	96.08%
CYP2C8 inhibition	-	0.7120	71.20%
CYP inhibitory promiscuity	-	0.9014	90.14%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6522	65.22%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8244	82.44%
Skin irritation	+	0.5136	51.36%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7620	76.20%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6042	60.42%
skin sensitisation	+	0.6040	60.40%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5823	58.23%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.5749	57.49%
Androgen receptor binding	+	0.5357	53.57%
Thyroid receptor binding	+	0.5358	53.58%
Glucocorticoid receptor binding	+	0.5651	56.51%
Aromatase binding	-	0.5553	55.53%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.7784	77.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	95.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	89.79%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.95%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.27%	90.93%
CHEMBL4040	P28482	MAP kinase ERK2	86.04%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.16%	94.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.67%	89.34%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.20%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	80.80%	93.31%

Plants that contains it

• Waitzia acuminata

Cross-Links

• PubChem: 14355901
• LOTUS: LTS0116711
• wikiData: Q105146613