[(1R,3R,4R,4aR,7R,8aR)-1,3-diacetyloxy-4-[(2R,3S)-2-acetyloxy-3-hydroxy-3-methylpent-4-enyl]-7-hydroxy-3,8,8-trimethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalen-4a-yl]methyl acetate

Details

• Internal ID: cda9f17e-6dcb-4c65-b26e-8eab80845aa1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3R,4R,4aR,7R,8aR)-1,3-diacetyloxy-4-[(2R,3S)-2-acetyloxy-3-hydroxy-3-methylpent-4-enyl]-7-hydroxy-3,8,8-trimethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalen-4a-yl]methyl acetate
• InChI: InChI=1S/C28H44O10/c1-10-26(8,34)23(37-18(4)31)13-21-27(9,38-19(5)32)14-20(36-17(3)30)24-25(6,7)22(33)11-12-28(21,24)15-35-16(2)29/h10,20-24,33-34H,1,11-15H2,2-9H3/t20-,21+,22-,23-,24+,26+,27-,28+/m1/s1
• InChI Key: ZOLBTJUGZWGNAY-OJXKERJZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄O₁₀
• Molecular Weight: 540.60 g/mol
• Exact Mass: 540.29344760 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.7058	70.58%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8718	87.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.8956	89.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7657	76.57%
BSEP inhibitior	+	0.9179	91.79%
P-glycoprotein inhibitior	+	0.6858	68.58%
P-glycoprotein substrate	-	0.5105	51.05%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.5708	57.08%
CYP2C9 inhibition	-	0.8318	83.18%
CYP2C19 inhibition	-	0.8687	86.87%
CYP2D6 inhibition	-	0.9655	96.55%
CYP1A2 inhibition	-	0.8722	87.22%
CYP2C8 inhibition	+	0.5997	59.97%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7020	70.20%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.5897	58.97%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4305	43.05%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8342	83.42%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5309	53.09%
Acute Oral Toxicity (c)	III	0.5148	51.48%
Estrogen receptor binding	+	0.8499	84.99%
Androgen receptor binding	+	0.6005	60.05%
Thyroid receptor binding	+	0.5747	57.47%
Glucocorticoid receptor binding	+	0.7732	77.32%
Aromatase binding	+	0.7582	75.82%
PPAR gamma	+	0.6634	66.34%
Honey bee toxicity	-	0.6332	63.32%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	98.82%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.97%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.41%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.23%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.73%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.21%	95.89%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	89.13%	92.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.02%	97.28%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.51%	97.29%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.34%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	87.27%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.69%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.80%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.24%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.22%	98.75%
CHEMBL204	P00734	Thrombin	84.11%	96.01%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.72%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.33%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.32%	86.33%
CHEMBL5028	O14672	ADAM10	83.26%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.75%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.71%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.61%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.02%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.79%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.61%	89.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.26%	97.21%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.91%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.72%	93.03%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	80.07%	91.65%

Plants that contains it

• Ptychanthus striatus

Cross-Links

• PubChem: 15213237
• LOTUS: LTS0147243
• wikiData: Q105380557