[4-Acetyloxy-1-(3-hydroxy-3-methylpenta-1,4-dienyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-2-yl]methyl acetate

Details

• Internal ID: 9a18116f-bb8f-4f90-8cfc-38d839b2afb2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [4-acetyloxy-1-(3-hydroxy-3-methylpenta-1,4-dienyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-2-yl]methyl acetate
• InChI: InChI=1S/C24H36O5/c1-8-23(6,27)13-10-19-18(15-28-16(2)25)14-20(29-17(3)26)21-22(4,5)11-9-12-24(19,21)7/h8,10,13-14,19-21,27H,1,9,11-12,15H2,2-7H3
• InChI Key: MTWYGYICRCIMQN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.25627424 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.36
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.6481	64.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8335	83.35%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	-	0.2410	24.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8749	87.49%
P-glycoprotein inhibitior	+	0.6209	62.09%
P-glycoprotein substrate	-	0.7222	72.22%
CYP3A4 substrate	+	0.6838	68.38%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.7560	75.60%
CYP2C9 inhibition	-	0.6294	62.94%
CYP2C19 inhibition	-	0.7980	79.80%
CYP2D6 inhibition	-	0.8889	88.89%
CYP1A2 inhibition	-	0.6995	69.95%
CYP2C8 inhibition	+	0.6124	61.24%
CYP inhibitory promiscuity	-	0.8425	84.25%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6365	63.65%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9496	94.96%
Skin irritation	-	0.5479	54.79%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6461	64.61%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.5611	56.11%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6394	63.94%
Acute Oral Toxicity (c)	III	0.8467	84.67%
Estrogen receptor binding	+	0.6094	60.94%
Androgen receptor binding	+	0.5565	55.65%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.7083	70.83%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	+	0.6156	61.56%
Honey bee toxicity	-	0.7229	72.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.21%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	85.14%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	84.31%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	83.45%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	82.57%	97.05%
CHEMBL3401	O75469	Pregnane X receptor	80.71%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.24%	94.62%

Plants that contains it

• Rutidosis murchisonii

Cross-Links

• PubChem: 162842945
• LOTUS: LTS0146661
• wikiData: Q105171937