3beta-[2-O-[3-O-(2-O-Acetyl-beta-D-xylopyranosyl)-alpha-L-rhamnopyranosyl]-alpha-L-arabinopyranosyloxy]-23-hydroxyoleana-12-ene-28-oic acid

Details

• Internal ID: 4145c9ec-02cd-4f8d-95cc-c2914f799838
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-3-acetyloxy-4,5-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)OC8C(C(C(CO8)O)O)OC(=O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)OC(=O)C)O
• InChI: InChI=1S/C48H76O17/c1-23-32(53)36(64-41-37(62-24(2)50)33(54)27(51)21-60-41)35(56)39(61-23)65-38-34(55)28(52)20-59-40(38)63-31-12-13-44(5)29(45(31,6)22-49)11-14-47(8)30(44)10-9-25-26-19-43(3,4)15-17-48(26,42(57)58)18-16-46(25,47)7/h9,23,26-41,49,51-56H,10-22H2,1-8H3,(H,57,58)/t23-,26-,27+,28-,29+,30+,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41-,44-,45-,46+,47+,48-/m0/s1
• InChI Key: CPDBVIKRVHDUKD-VAVQVUJFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₇
• Molecular Weight: 925.10 g/mol
• Exact Mass: 924.50825095 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7549	75.49%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9287	92.87%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7286	72.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6957	69.57%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7296	72.96%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7150	71.50%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8053	80.53%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	-	0.5468	54.68%
Glucocorticoid receptor binding	+	0.7169	71.69%
Aromatase binding	+	0.6606	66.06%
PPAR gamma	+	0.8006	80.06%
Honey bee toxicity	-	0.7277	72.77%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9585	95.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.92%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.67%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.09%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.27%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.17%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.61%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.03%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.59%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL5028	O14672	ADAM10	84.22%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.92%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.89%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.49%	93.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.21%	89.44%

Plants that contains it

• Arisaema erubescens
• Sapindus mukorossi

Cross-Links

• PubChem: 101118028
• NPASS: NPC289
• LOTUS: LTS0124621
• wikiData: Q104967442