8a-[3-[4-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-3-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 57f4c8df-3243-47a6-bc86-963062bda2ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-[3-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-3-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)(C)C)O)O)O)OC1C(C(CO1)(CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)(C)C)O)O)O)OC1C(C(CO1)(CO)O)O)O
• InChI: InChI=1S/C58H92O29/c1-22-32(65)40(84-49-43(73)57(77,20-61)21-79-49)38(71)46(80-22)85-42-33(66)26(63)19-78-48(42)87-51(76)58-13-12-52(2,3)14-24(58)23-8-9-29-53(4)15-25(62)44(56(7,50(74)75)30(53)10-11-54(29,5)55(23,6)16-31(58)64)86-47-39(72)41(35(68)28(18-60)82-47)83-45-37(70)36(69)34(67)27(17-59)81-45/h8,22,24-49,59-73,77H,9-21H2,1-7H3,(H,74,75)
• InChI Key: OTFMPCXAUHDJHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₉
• Molecular Weight: 1253.30 g/mol
• Exact Mass: 1252.57242689 g/mol
• Topological Polar Surface Area (TPSA): 470.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -4.90
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7268	72.68%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8582	85.82%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6683	66.83%
CYP3A4 substrate	+	0.7366	73.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7780	77.80%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8981	89.81%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7771	77.71%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6723	67.23%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7434	74.34%
Androgen receptor binding	+	0.7558	75.58%
Thyroid receptor binding	+	0.6476	64.76%
Glucocorticoid receptor binding	+	0.7960	79.60%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.8198	81.98%
Honey bee toxicity	-	0.6843	68.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9692	96.92%

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	99.02%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.13%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.08%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.47%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.90%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.57%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.06%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.71%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	86.66%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.30%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.60%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.06%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.91%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.69%	99.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.51%	95.50%
CHEMBL5028	O14672	ADAM10	82.29%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.97%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	81.32%	90.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.16%	92.78%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.76%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.23%	94.75%

Plants that contains it

• Medicago truncatula

Cross-Links

• PubChem: 163021015
• LOTUS: LTS0066185
• wikiData: Q105199562