4-(5-hydroxy-3-methylpent-3-enyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one

Details

• Internal ID: 4b707386-69c9-4afd-93ff-a1917d431678
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-(5-hydroxy-3-methylpent-3-enyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one
• SMILES (Canonical): CC1=CC(=O)C2C(CCCC2(C1CCC(=CCO)C)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)C2C(CCCC2(C1CCC(=CCO)C)C)(C)C
• InChI: InChI=1S/C20H32O2/c1-14(9-12-21)7-8-16-15(2)13-17(22)18-19(3,4)10-6-11-20(16,18)5/h9,13,16,18,21H,6-8,10-12H2,1-5H3
• InChI Key: RYPCTVVIBCANOP-UHFFFAOYSA-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: 4.80
• 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	+	0.9964	99.64%
Caco-2	+	0.8010	80.10%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6906	69.06%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.7692	76.92%
OATP1B3 inhibitior	+	0.8608	86.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5686	56.86%
BSEP inhibitior	+	0.5713	57.13%
P-glycoprotein inhibitior	-	0.6514	65.14%
P-glycoprotein substrate	-	0.8236	82.36%
CYP3A4 substrate	+	0.6080	60.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.6212	62.12%
CYP2C19 inhibition	-	0.5887	58.87%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.6498	64.98%
CYP2C8 inhibition	-	0.7302	73.02%
CYP inhibitory promiscuity	-	0.6470	64.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6340	63.40%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8951	89.51%
Skin irritation	-	0.5856	58.56%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6984	69.84%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6944	69.44%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7156	71.56%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7061	70.61%
Androgen receptor binding	-	0.5100	51.00%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	+	0.6605	66.05%
Aromatase binding	-	0.5232	52.32%
PPAR gamma	+	0.6849	68.49%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	96.88%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.74%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.05%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.29%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL1871	P10275	Androgen Receptor	83.46%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.68%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.34%	82.69%

Plants that contains it

• Solidago canadensis

Cross-Links

• PubChem: 162988672
• LOTUS: LTS0188082
• wikiData: Q105247761