(3-Acetyloxy-4,6,9,14,16-pentahydroxy-5,5,9,14-tetramethyl-2-tetracyclo[11.2.1.01,10.04,8]hexadecanyl) propanoate

Details

• Internal ID: 1eed795e-b7a3-4817-abfa-2cde49fa80f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids > Leucothol and grayanotoxane diterpenoids
• IUPAC Name: (3-acetyloxy-4,6,9,14,16-pentahydroxy-5,5,9,14-tetramethyl-2-tetracyclo[11.2.1.01,10.04,8]hexadecanyl) propanoate
• SMILES (Canonical): CCC(=O)OC1C(C2(C(CC(C2(C)C)O)C(C3C14CC(C(C4O)CC3)(C)O)(C)O)O)OC(=O)C
• SMILES (Isomeric): CCC(=O)OC1C(C2(C(CC(C2(C)C)O)C(C3C14CC(C(C4O)CC3)(C)O)(C)O)O)OC(=O)C
• InChI: InChI=1S/C25H40O9/c1-7-17(28)34-19-20(33-12(2)26)25(32)15(10-16(27)21(25,3)4)23(6,31)14-9-8-13-18(29)24(14,19)11-22(13,5)30/h13-16,18-20,27,29-32H,7-11H2,1-6H3
• InChI Key: JJRZRLHOOJBTFY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₉
• Molecular Weight: 484.60 g/mol
• Exact Mass: 484.26723285 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	-	0.7007	70.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5628	56.28%
P-glycoprotein inhibitior	-	0.5935	59.35%
P-glycoprotein substrate	+	0.5266	52.66%
CYP3A4 substrate	+	0.6797	67.97%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	-	0.6507	65.07%
CYP2C9 inhibition	-	0.5866	58.66%
CYP2C19 inhibition	-	0.7222	72.22%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.8230	82.30%
CYP2C8 inhibition	+	0.4732	47.32%
CYP inhibitory promiscuity	-	0.9465	94.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7261	72.61%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9289	92.89%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6038	60.38%
skin sensitisation	-	0.8292	82.92%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7123	71.23%
Acute Oral Toxicity (c)	II	0.3793	37.93%
Estrogen receptor binding	+	0.8502	85.02%
Androgen receptor binding	+	0.6554	65.54%
Thyroid receptor binding	+	0.5878	58.78%
Glucocorticoid receptor binding	+	0.6514	65.14%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.6333	63.33%
Honey bee toxicity	-	0.7319	73.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.56%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.77%	96.95%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.66%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.24%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.70%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.39%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	84.56%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.60%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.22%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.78%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.53%	93.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.30%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.13%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.09%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.03%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	80.96%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.68%	82.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.28%	89.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.19%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.15%	97.50%

Plants that contains it

• Pieris formosa

Cross-Links

• PubChem: 12308652
• LOTUS: LTS0253612
• wikiData: Q105129867