11-Hydroxyurs-12-en-3-yl acetate

Details

• Internal ID: fdb8ed1a-e77f-4bfb-b08b-f30210eb060a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (14-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl) acetate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)O)C2C1C)C)C
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)O)C2C1C)C)C
• InChI: InChI=1S/C32H52O3/c1-19-10-13-29(6)16-17-31(8)22(26(29)20(19)2)18-23(34)27-30(7)14-12-25(35-21(3)33)28(4,5)24(30)11-15-32(27,31)9/h18-20,23-27,34H,10-17H2,1-9H3
• InChI Key: QTGNVFSKVFZXLH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₃
• Molecular Weight: 484.80 g/mol
• Exact Mass: 484.39164552 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.57
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 11-Hydroxyurs-12-en-3-yl acetate #
• 3.beta.-Acetoxy-11.alpha.-hydroxyursan-12-ene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	-	0.5264	52.64%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8357	83.57%
OATP2B1 inhibitior	-	0.7188	71.88%
OATP1B1 inhibitior	+	0.7087	70.87%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6070	60.70%
P-glycoprotein inhibitior	-	0.4793	47.93%
P-glycoprotein substrate	-	0.7760	77.60%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	-	0.7900	79.00%
CYP2C19 inhibition	-	0.6430	64.30%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.7009	70.09%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8682	86.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9391	93.91%
Skin irritation	+	0.6211	62.11%
Skin corrosion	-	0.9757	97.57%
Ames mutagenesis	-	0.6923	69.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3887	38.87%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7084	70.84%
skin sensitisation	+	0.5275	52.75%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4557	45.57%
Acute Oral Toxicity (c)	III	0.8636	86.36%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.7177	71.77%
Thyroid receptor binding	+	0.5789	57.89%
Glucocorticoid receptor binding	+	0.7602	76.02%
Aromatase binding	+	0.6919	69.19%
PPAR gamma	+	0.5680	56.80%
Honey bee toxicity	-	0.7272	72.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9968	99.68%

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	96.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.35%	82.69%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.95%	85.30%
CHEMBL221	P23219	Cyclooxygenase-1	85.96%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.89%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.11%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.46%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.13%	91.19%

Plants that contains it

• Boswellia sacra

Cross-Links

• PubChem: 616530
• LOTUS: LTS0265874
• wikiData: Q105227711