[2-[2-(3-acetyl-3a-hydroxy-7a-methyl-2,3,4,5,6,7-hexahydro-1H-inden-5-yl)propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: f683f1df-6f2d-4d2c-89b3-d23193b11016
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [2-[2-(3-acetyl-3a-hydroxy-7a-methyl-2,3,4,5,6,7-hexahydro-1H-inden-5-yl)propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)C1CCC2(C1(CC(CC2)C(C)(C)OC3C(C(C(CO3)O)O)OC(=O)C)O)C
• SMILES (Isomeric): CC(=O)C1CCC2(C1(CC(CC2)C(C)(C)OC3C(C(C(CO3)O)O)OC(=O)C)O)C
• InChI: InChI=1S/C22H36O8/c1-12(23)15-7-9-21(5)8-6-14(10-22(15,21)27)20(3,4)30-19-18(29-13(2)24)17(26)16(25)11-28-19/h14-19,25-27H,6-11H2,1-5H3
• InChI Key: VBZBMHHXONIZHW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₈
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.24101810 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8804	88.04%
Caco-2	-	0.6923	69.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7792	77.92%
BSEP inhibitior	+	0.8094	80.94%
P-glycoprotein inhibitior	-	0.5942	59.42%
P-glycoprotein substrate	-	0.6209	62.09%
CYP3A4 substrate	+	0.7053	70.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.8568	85.68%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.7376	73.76%
CYP2C8 inhibition	-	0.6340	63.40%
CYP inhibitory promiscuity	-	0.9872	98.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.6042	60.42%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7069	70.69%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	-	0.9213	92.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6288	62.88%
Acute Oral Toxicity (c)	III	0.3413	34.13%
Estrogen receptor binding	+	0.6729	67.29%
Androgen receptor binding	+	0.5963	59.63%
Thyroid receptor binding	+	0.5371	53.71%
Glucocorticoid receptor binding	+	0.6363	63.63%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	+	0.5450	54.50%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9588	95.88%

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	99.07%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.03%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.20%	100.00%
CHEMBL204	P00734	Thrombin	87.77%	96.01%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.10%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.46%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	86.44%	92.50%
CHEMBL1937	Q92769	Histone deacetylase 2	86.08%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.93%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.20%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.69%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.33%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	83.03%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.78%	94.33%
CHEMBL259	P32245	Melanocortin receptor 4	82.76%	95.38%
CHEMBL1871	P10275	Androgen Receptor	81.99%	96.43%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.94%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.85%	91.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.85%	91.03%
CHEMBL5028	O14672	ADAM10	81.12%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.99%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.22%	96.38%

Plants that contains it

• Iphiona scabra

Cross-Links

• PubChem: 14756448
• LOTUS: LTS0069995
• wikiData: Q105283575