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

Details

• Internal ID: 64711966-a243-49f0-bf06-f477f33438b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [1,3,7-triacetyloxy-4-(2-acetyloxy-3-hydroxy-3-methylpent-4-enyl)-3,8,8-trimethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalen-4a-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12CCC(C(C1C(CC(C2CC(C(C)(C=C)O)OC(=O)C)(C)OC(=O)C)OC(=O)C)(C)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC12CCC(C(C1C(CC(C2CC(C(C)(C=C)O)OC(=O)C)(C)OC(=O)C)OC(=O)C)(C)C)OC(=O)C
• InChI: InChI=1S/C30H46O11/c1-11-28(9,36)25(40-20(5)34)14-23-29(10,41-21(6)35)15-22(38-18(3)32)26-27(7,8)24(39-19(4)33)12-13-30(23,26)16-37-17(2)31/h11,22-26,36H,1,12-16H2,2-10H3
• InChI Key: FNVJLLAAURQANZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₁₁
• Molecular Weight: 582.70 g/mol
• Exact Mass: 582.30401228 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.7420	74.20%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8544	85.44%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.8793	87.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6364	63.64%
BSEP inhibitior	+	0.9580	95.80%
P-glycoprotein inhibitior	+	0.7844	78.44%
P-glycoprotein substrate	-	0.5300	53.00%
CYP3A4 substrate	+	0.7084	70.84%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.6168	61.68%
CYP2C9 inhibition	-	0.7698	76.98%
CYP2C19 inhibition	-	0.8312	83.12%
CYP2D6 inhibition	-	0.9687	96.87%
CYP1A2 inhibition	-	0.8386	83.86%
CYP2C8 inhibition	+	0.6451	64.51%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6502	65.02%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.6188	61.88%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4320	43.20%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5524	55.24%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.6960	69.60%
Estrogen receptor binding	+	0.8402	84.02%
Androgen receptor binding	+	0.6161	61.61%
Thyroid receptor binding	+	0.5628	56.28%
Glucocorticoid receptor binding	+	0.7920	79.20%
Aromatase binding	+	0.7366	73.66%
PPAR gamma	+	0.7103	71.03%
Honey bee toxicity	-	0.6412	64.12%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	98.98%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.52%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.01%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.25%	82.69%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.18%	97.28%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.95%	97.29%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	89.36%	92.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.23%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.93%	94.62%
CHEMBL2581	P07339	Cathepsin D	87.57%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.91%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.70%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.21%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.77%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.47%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.08%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.95%	94.75%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.50%	91.65%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.48%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.94%	95.89%
CHEMBL5028	O14672	ADAM10	82.60%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.02%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.77%	91.24%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.71%	93.03%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.55%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.40%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.30%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.01%	92.62%

Plants that contains it

• Ptychanthus striatus

Cross-Links

• PubChem: 162976833
• LOTUS: LTS0184516
• wikiData: Q104998568