[4-(3-Hydroxy-3-methylpent-4-enyl)-3,4a,8,8-tetramethyl-1,4,5,6,7,8a-hexahydronaphthalen-1-yl] acetate

Details

• Internal ID: 995866e5-21e5-4896-a1be-55cd2935141b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [4-(3-hydroxy-3-methylpent-4-enyl)-3,4a,8,8-tetramethyl-1,4,5,6,7,8a-hexahydronaphthalen-1-yl] acetate
• SMILES (Canonical): CC1=CC(C2C(CCCC2(C1CCC(C)(C=C)O)C)(C)C)OC(=O)C
• SMILES (Isomeric): CC1=CC(C2C(CCCC2(C1CCC(C)(C=C)O)C)(C)C)OC(=O)C
• InChI: InChI=1S/C22H36O3/c1-8-21(6,24)13-10-17-15(2)14-18(25-16(3)23)19-20(4,5)11-9-12-22(17,19)7/h8,14,17-19,24H,1,9-13H2,2-7H3
• InChI Key: ZYHRTPDAOUUHIO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₃
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

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	+	0.6379	63.79%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8099	80.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7871	78.71%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6701	67.01%
P-glycoprotein inhibitior	-	0.6533	65.33%
P-glycoprotein substrate	-	0.7438	74.38%
CYP3A4 substrate	+	0.6560	65.60%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.5819	58.19%
CYP2C9 inhibition	-	0.7879	78.79%
CYP2C19 inhibition	-	0.7839	78.39%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.9389	93.89%
CYP2C8 inhibition	+	0.5811	58.11%
CYP inhibitory promiscuity	-	0.8981	89.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6310	63.10%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9453	94.53%
Skin irritation	+	0.5204	52.04%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3969	39.69%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6923	69.23%
skin sensitisation	+	0.5618	56.18%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6688	66.88%
Acute Oral Toxicity (c)	III	0.4788	47.88%
Estrogen receptor binding	+	0.6630	66.30%
Androgen receptor binding	-	0.5280	52.80%
Thyroid receptor binding	+	0.5689	56.89%
Glucocorticoid receptor binding	+	0.6901	69.01%
Aromatase binding	+	0.5191	51.91%
PPAR gamma	+	0.6215	62.15%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.83%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.12%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.98%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.48%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.12%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.70%	94.73%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 163002492
• LOTUS: LTS0194146
• wikiData: Q105386171