3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid

Details

• Internal ID: 91db6619-6264-47cc-82a8-2ce72eed7de0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 10-acetyloxy-13-methoxy-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-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)OC)C2C1C)C)C(=O)OC
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)OC)C2C1C)C)C(=O)OC
• InChI: InChI=1S/C34H54O5/c1-20-11-16-34(29(36)38-10)18-17-32(7)23(27(34)21(20)2)19-24(37-9)28-31(6)14-13-26(39-22(3)35)30(4,5)25(31)12-15-33(28,32)8/h19-21,24-28H,11-18H2,1-10H3
• InChI Key: URPWCDDDSKJTOF-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₅
• Molecular Weight: 542.80 g/mol
• Exact Mass: 542.39712482 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.37
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.6578	65.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8614	86.14%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	-	0.3165	31.65%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8792	87.92%
P-glycoprotein inhibitior	+	0.7764	77.64%
P-glycoprotein substrate	-	0.6659	66.59%
CYP3A4 substrate	+	0.7071	70.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.8105	81.05%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.5758	57.58%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.5869	58.69%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.6284	62.84%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7691	76.91%
Acute Oral Toxicity (c)	III	0.8325	83.25%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	+	0.6055	60.55%
Glucocorticoid receptor binding	+	0.8232	82.32%
Aromatase binding	+	0.7786	77.86%
PPAR gamma	+	0.6920	69.20%
Honey bee toxicity	-	0.6842	68.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	97.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.50%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.14%	85.30%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.92%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	88.21%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.40%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.57%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.84%	93.03%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.07%	98.95%

Plants that contains it

• Eucalyptus globulus

Cross-Links

• PubChem: 131751180
• LOTUS: LTS0055529
• wikiData: Q105277957