Olean-12-en-28-oic acid, 3-[[3-(4-methoxyphenyl)-1-oxo-2-propenyl]oxy]-, methyl ester, [3beta(Z)]-

Details

• Internal ID: 0d502284-b714-4e25-8f84-8848c0538fd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC=C(C=C6)OC)C)C)C2C1)C)C(=O)OC)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)OC)C)C)(C)C)OC(=O)/C=C\C6=CC=C(C=C6)OC
• InChI: InChI=1S/C41H58O5/c1-36(2)22-24-41(35(43)45-9)25-23-39(6)29(30(41)26-36)15-16-32-38(5)20-19-33(37(3,4)31(38)18-21-40(32,39)7)46-34(42)17-12-27-10-13-28(44-8)14-11-27/h10-15,17,30-33H,16,18-26H2,1-9H3/b17-12-/t30-,31-,32+,33-,38-,39+,40+,41-/m0/s1
• InChI Key: JDJFVYIDKQYTCC-XFCZGZHISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₈O₅
• Molecular Weight: 630.90 g/mol
• Exact Mass: 630.42842495 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 10.40
• Atomic LogP (AlogP): 9.59
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 189140-50-9
• Olean-12-en-28-oic acid, 3-[[3-(4-methoxyphenyl)-1-oxo-2-propenyl]oxy]-, methyl ester, [3beta(Z)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.7843	78.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8716	87.16%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.7490	74.90%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.8590	85.90%
P-glycoprotein substrate	-	0.7209	72.09%
CYP3A4 substrate	+	0.7083	70.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	+	0.5096	50.96%
CYP2C9 inhibition	-	0.7092	70.92%
CYP2C19 inhibition	-	0.5520	55.20%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.6725	67.25%
CYP2C8 inhibition	+	0.7218	72.18%
CYP inhibitory promiscuity	-	0.8154	81.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.6820	68.20%
Skin corrosion	-	0.9772	97.72%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8390	83.90%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.7606	76.06%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7950	79.50%
Acute Oral Toxicity (c)	III	0.7055	70.55%
Estrogen receptor binding	+	0.7640	76.40%
Androgen receptor binding	+	0.7669	76.69%
Thyroid receptor binding	+	0.6131	61.31%
Glucocorticoid receptor binding	+	0.8376	83.76%
Aromatase binding	+	0.6907	69.07%
PPAR gamma	+	0.7222	72.22%
Honey bee toxicity	-	0.7853	78.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.98%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.11%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.09%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.97%	93.99%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.83%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.57%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.01%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.31%	91.03%
CHEMBL4302	P08183	P-glycoprotein 1	84.65%	92.98%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.15%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.60%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.41%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	81.39%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.19%	96.77%
CHEMBL4208	P20618	Proteasome component C5	81.09%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.92%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.75%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.58%	96.00%

Plants that contains it

• Eucalyptus globulus

Cross-Links

• PubChem: 102066698
• LOTUS: LTS0113277
• wikiData: Q105125529