Acetylursolic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	376812ec-95be-4896-bde7-c184a580549c
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	10-acetyloxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical)	CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)C(=O)O
SMILES (Isomeric)	CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)C(=O)O
InChI	InChI=1S/C32H50O4/c1-19-11-16-32(27(34)35)18-17-30(7)22(26(32)20(19)2)9-10-24-29(6)14-13-25(36-21(3)33)28(4,5)23(29)12-15-31(24,30)8/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)
InChI Key	PHFUCJXOLZAQNH-UHFFFAOYSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₂H₅₀O₄
Molecular Weight	498.70 g/mol
Exact Mass	498.37091007 g/mol
Topological Polar Surface Area (TPSA)	63.60 Å²
XlogP	7.90
Atomic LogP (AlogP)	7.66
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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Acetyl ursolic acid

Ursolic acid deriv.

7372-30-7

Urs-12-en-28-oic acid, 3-(acetyloxy)-, (3.beta.)-

MEGxp0_001751

SCHEMBL22853927

PHFUCJXOLZAQNH-UHFFFAOYSA-N

3-(Acetyloxy)urs-12-en-28-oic acid #

3-(Acetyloxy)-(3beta)-Urs-12-en-28-oic acid

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	-	0.6049	60.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9143	91.43%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	-	0.4192	41.92%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.8119	81.19%
P-glycoprotein inhibitior	-	0.4666	46.66%
P-glycoprotein substrate	-	0.7807	78.07%
CYP3A4 substrate	+	0.6872	68.72%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.8067	80.67%
CYP2C9 inhibition	-	0.8398	83.98%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.7163	71.63%
CYP2C8 inhibition	+	0.6207	62.07%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9277	92.77%
Skin irritation	+	0.5901	59.01%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3925	39.25%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	-	0.5494	54.94%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6913	69.13%
Acute Oral Toxicity (c)	III	0.8121	81.21%
Estrogen receptor binding	+	0.7479	74.79%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	+	0.6513	65.13%
Glucocorticoid receptor binding	+	0.8304	83.04%
Aromatase binding	+	0.7027	70.27%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.7754	77.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	562.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	88.84%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.72%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.88%	82.69%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.82%	85.30%
CHEMBL2581	P07339	Cathepsin D	84.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.95%	97.09%
CHEMBL5028	O14672	ADAM10	81.45%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.16%	93.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Actinidia polygama

Alchornea laxiflora

Anaphalis margaritacea

Chaenomeles speciosa

Cynomorium coccineum subsp. songaricum

Diospyros chloroxylon