[9-Acetyloxy-3,14-dihydroxy-7,7,12,16-tetramethyl-15-[6-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-6-tetracyclo[9.7.0.03,8.012,16]octadec-1(18)-enyl] acetate

Details

• Internal ID: 1c0e1251-f9b7-4eac-86e6-38b134760042
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [9-acetyloxy-3,14-dihydroxy-7,7,12,16-tetramethyl-15-[6-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-6-tetracyclo[9.7.0.03,8.012,16]octadec-1(18)-enyl] acetate
• SMILES (Canonical): CC(CCC=C(C)COC1C(C(C(C(O1)CO)O)O)O)C2C(CC3(C2(CC=C4C3CC(C5C(C(CCC5(C4)O)OC(=O)C)(C)C)OC(=O)C)C)C)O
• SMILES (Isomeric): CC(CCC=C(C)COC1C(C(C(C(O1)CO)O)O)O)C2C(CC3(C2(CC=C4C3CC(C5C(C(CCC5(C4)O)OC(=O)C)(C)C)OC(=O)C)C)C)O
• InChI: InChI=1S/C40H64O12/c1-21(20-49-36-34(47)33(46)32(45)29(19-41)52-36)10-9-11-22(2)31-27(44)18-39(8)26-16-28(50-23(3)42)35-37(5,6)30(51-24(4)43)13-15-40(35,48)17-25(26)12-14-38(31,39)7/h10,12,22,26-36,41,44-48H,9,11,13-20H2,1-8H3
• InChI Key: GGJALAPIVOPIAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₂
• Molecular Weight: 736.90 g/mol
• Exact Mass: 736.43977747 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8348	83.48%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8380	83.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.8186	81.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9013	90.13%
P-glycoprotein inhibitior	+	0.7656	76.56%
P-glycoprotein substrate	+	0.5734	57.34%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.7307	73.07%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.8461	84.61%
CYP2C8 inhibition	+	0.6744	67.44%
CYP inhibitory promiscuity	-	0.9508	95.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.5560	55.60%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6862	68.62%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7171	71.71%
Acute Oral Toxicity (c)	III	0.6737	67.37%
Estrogen receptor binding	+	0.7957	79.57%
Androgen receptor binding	+	0.7512	75.12%
Thyroid receptor binding	-	0.5532	55.32%
Glucocorticoid receptor binding	+	0.7350	73.50%
Aromatase binding	+	0.6613	66.13%
PPAR gamma	+	0.7386	73.86%
Honey bee toxicity	-	0.6516	65.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.27%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.92%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.83%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.63%	91.24%
CHEMBL2581	P07339	Cathepsin D	91.62%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.14%	85.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.21%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.89%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.16%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.13%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.27%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.32%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.85%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.70%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.31%	93.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.97%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.76%	94.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.70%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.90%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.31%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	82.48%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.13%	86.33%

Plants that contains it

• Astragalus trimestris

Cross-Links

• PubChem: 162848041
• LOTUS: LTS0201874
• wikiData: Q105008139