[1-Acetyloxy-4-(3-hydroxy-3-methylpent-4-enyl)-3,4,8,8-tetramethyl-1,2,3,5,6,7-hexahydronaphthalen-2-yl] acetate

Details

• Internal ID: 292d9827-ce85-40ff-84bd-179ee6c842c2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [1-acetyloxy-4-(3-hydroxy-3-methylpent-4-enyl)-3,4,8,8-tetramethyl-1,2,3,5,6,7-hexahydronaphthalen-2-yl] acetate
• SMILES (Canonical): CC1C(C(C2=C(C1(C)CCC(C)(C=C)O)CCCC2(C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1C(C(C2=C(C1(C)CCC(C)(C=C)O)CCCC2(C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C24H38O5/c1-9-23(7,27)13-14-24(8)15(2)20(28-16(3)25)21(29-17(4)26)19-18(24)11-10-12-22(19,5)6/h9,15,20-21,27H,1,10-14H2,2-8H3
• InChI Key: JSGVRMXIAILPPO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₅
• Molecular Weight: 406.60 g/mol
• Exact Mass: 406.27192431 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• SCHEMBL9924540
• ACon0_000580
• ACon1_000855
• NCGC00169292-01
• BRD-A28156321-001-01-5
• NCGC00169292-02![1-acetyloxy-4-(3-hydroxy-3-methylpent-4-enyl)-3,4,8,8-tetramethyl-1,2,3,5,6,7-hexahydronaphthalen-2-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.6490	64.90%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8598	85.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8145	81.45%
OATP1B3 inhibitior	-	0.2758	27.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6112	61.12%
P-glycoprotein inhibitior	+	0.6062	60.62%
P-glycoprotein substrate	-	0.6959	69.59%
CYP3A4 substrate	+	0.6490	64.90%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.5516	55.16%
CYP2C9 inhibition	-	0.8276	82.76%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.9404	94.04%
CYP2C8 inhibition	-	0.5922	59.22%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.7210	72.10%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8364	83.64%
Skin irritation	+	0.5623	56.23%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.7837	78.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6619	66.19%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5422	54.22%
skin sensitisation	-	0.6591	65.91%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8027	80.27%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	+	0.5984	59.84%
Androgen receptor binding	-	0.5138	51.38%
Thyroid receptor binding	+	0.6408	64.08%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	+	0.5471	54.71%
PPAR gamma	+	0.5604	56.04%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.44%	98.95%
CHEMBL233	P35372	Mu opioid receptor	88.04%	97.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.44%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.93%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.52%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.21%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.28%	94.75%
CHEMBL5028	O14672	ADAM10	83.02%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.42%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.36%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.31%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.66%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.49%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.48%	96.47%

Plants that contains it

• Vitex agnus-castus
• Vitex trifolia
• Vitex trifolia subsp. litoralis

Cross-Links

• PubChem: 23757094
• LOTUS: LTS0269708
• wikiData: Q105134336