Glutinol Acetate

Details

• Internal ID: 00ff2f06-1931-4c35-8c0c-715221677b92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicen-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2C(=CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C1(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@@H]2C(=CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C)C1(C)C
• InChI: InChI=1S/C32H52O2/c1-21(33)34-26-13-11-23-22(28(26,4)5)10-12-24-30(23,7)17-19-32(9)25-20-27(2,3)14-15-29(25,6)16-18-31(24,32)8/h10,23-26H,11-20H2,1-9H3/t23-,24+,25-,26+,29-,30+,31-,32+/m1/s1
• InChI Key: CQQNBMVDVWGBMD-JZWVFCOJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.80 g/mol
• Exact Mass: 468.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 8.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 6426-44-4
• CHEMBL487567
• [(3S,6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicen-3-yl] acetate
• glutin-5-en-3-beta-O-acetate
• DTXSID201137999
• BDBM50275350
• AKOS032949056
• 25,26-Dinorolean-5-en-3-ol, 9,13-dimethyl-, 3-acetate, (3beta,8alpha,9beta,10alpha,13alpha,14beta)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5518	55.18%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7182	71.82%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9097	90.97%
P-glycoprotein inhibitior	+	0.5732	57.32%
P-glycoprotein substrate	-	0.8533	85.33%
CYP3A4 substrate	+	0.6496	64.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8326	83.26%
CYP2C9 inhibition	-	0.8546	85.46%
CYP2C19 inhibition	+	0.7404	74.04%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.6073	60.73%
CYP inhibitory promiscuity	-	0.8356	83.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4710	47.10%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9073	90.73%
Skin irritation	+	0.5106	51.06%
Skin corrosion	-	0.9867	98.67%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8300	83.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7464	74.64%
skin sensitisation	+	0.6846	68.46%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5105	51.05%
Acute Oral Toxicity (c)	III	0.8704	87.04%
Estrogen receptor binding	+	0.8497	84.97%
Androgen receptor binding	+	0.6551	65.51%
Thyroid receptor binding	+	0.6798	67.98%
Glucocorticoid receptor binding	+	0.7786	77.86%
Aromatase binding	+	0.7554	75.54%
PPAR gamma	+	0.6701	67.01%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5505	55.05%
Fish aquatic toxicity	+	0.9965	99.65%

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	96.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.26%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.42%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.38%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.86%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.60%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.17%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	81.24%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.58%	93.00%

Plants that contains it

• Acer mandshuricum
• Artemisia argyi
• Bupleurum chinense
• Carphephorus odoratissimus
• Carya tonkinensis
• Dorstenia bahiensis
• Euphorbia maculata
• Heliotropium arboreum
• Holocarpha obconica
• Leonurus sibiricus
• Maquira coriacea
• Plantago indica
• Plectranthus fruticosus
• Zanthoxylum americanum

Cross-Links

• PubChem: 1781002
• NPASS: NPC108476
• ChEMBL: CHEMBL487567
• LOTUS: LTS0037326
• wikiData: Q104968183