[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bR)-1,8,10,11-tetrahydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 95c57576-cf77-46c1-b44e-94b0d2498148
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bR)-1,8,10,11-tetrahydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)CO)O)O)C)O)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)O)C)[C@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H58O12/c1-17-9-10-36(30(45)48-29-25(43)24(42)23(41)21(15-37)47-29)12-11-33(4)18(26(36)35(17,6)46)7-8-22-31(2)13-20(40)28(44)32(3,16-38)27(31)19(39)14-34(22,33)5/h7,17,19-29,37-44,46H,8-16H2,1-6H3/t17-,19-,20-,21-,22-,23-,24+,25-,26+,27-,28+,29+,31-,32+,33-,34-,35-,36+/m1/s1
• InChI Key: MRXKQBFJEXAWOG-HLIUWMRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₂
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.39282728 g/mol
• Topological Polar Surface Area (TPSA): 218.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7816	78.16%
Caco-2	-	0.8491	84.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.7249	72.49%
OATP1B1 inhibitior	+	0.8567	85.67%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.6353	63.53%
P-glycoprotein inhibitior	+	0.6801	68.01%
P-glycoprotein substrate	-	0.5893	58.93%
CYP3A4 substrate	+	0.7108	71.08%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.5932	59.32%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7201	72.01%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6920	69.20%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6280	62.80%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	-	0.5520	55.20%
Glucocorticoid receptor binding	+	0.6453	64.53%
Aromatase binding	+	0.6214	62.14%
PPAR gamma	+	0.6549	65.49%
Honey bee toxicity	-	0.7656	76.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9323	93.23%

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	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.46%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	92.55%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.21%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.11%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.87%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.41%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.48%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.37%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.16%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.98%	95.50%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 162992826
• LOTUS: LTS0174994
• wikiData: Q105170996