3beta-[2-O-[3-O-(3-O,4-O-Diacetyl-beta-D-xylopyranosyl)-alpha-L-rhamnopyranosyl]-alpha-L-arabinopyranosyloxy]-23-hydroxyoleana-12-ene-28-oic acid

Details

• Internal ID: b9b37d2f-90dc-42ff-a09f-0e92c0ba6d53
• 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,4R,5R)-4,5-diacetyloxy-3-hydroxyoxan-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)OC(=O)C)OC(=O)C)O)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)OC(=O)C)OC(=O)C)O)O
• InChI: InChI=1S/C50H78O18/c1-24-34(55)39(67-41-36(57)38(65-26(3)53)30(22-62-41)64-25(2)52)37(58)42(63-24)68-40-35(56)29(54)21-61-43(40)66-33-13-14-46(6)31(47(33,7)23-51)12-15-49(9)32(46)11-10-27-28-20-45(4,5)16-18-50(28,44(59)60)19-17-48(27,49)8/h10,24,28-43,51,54-58H,11-23H2,1-9H3,(H,59,60)/t24-,28-,29-,30+,31+,32+,33-,34-,35-,36+,37+,38-,39+,40+,41-,42-,43-,46-,47-,48+,49+,50-/m0/s1
• InChI Key: YWTUZIXCNQDLDQ-LODRMGMJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₁₈
• Molecular Weight: 967.10 g/mol
• Exact Mass: 966.51881563 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 10

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	-	0.8750	87.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7592	75.92%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9300	93.00%
P-glycoprotein inhibitior	+	0.7512	75.12%
P-glycoprotein substrate	+	0.5602	56.02%
CYP3A4 substrate	+	0.7396	73.96%
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	+	0.7315	73.15%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6733	67.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6700	67.00%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8027	80.27%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	-	0.5051	50.51%
Glucocorticoid receptor binding	+	0.7201	72.01%
Aromatase binding	+	0.6664	66.64%
PPAR gamma	+	0.7945	79.45%
Honey bee toxicity	-	0.7087	70.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
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	99.06%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.83%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.35%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.35%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.73%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.58%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.03%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.66%	95.89%
CHEMBL5028	O14672	ADAM10	84.82%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.67%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.67%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.73%	89.44%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.57%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.47%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.40%	94.33%

Plants that contains it

• Arisaema erubescens
• Sapindus mukorossi
• Sapindus trifoliatus

Cross-Links

• PubChem: 21637700
• NPASS: NPC108112
• LOTUS: LTS0056990
• wikiData: Q105367310