(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 84ea8523-7ab8-4b40-8d2a-482cfcd81c2e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C3(CCC4(C(=CCC5C4(CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C)C3CC2(C)CO)C)C)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@H]([C@@]3(CC[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H]([C@@]6(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)C)[C@@H]3C[C@]2(C)CO)C)C)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C48H74O18/c1-22-34(61-23(2)51)36(62-24(3)52)37(63-25(4)53)42(60-22)66-39-38(57)44(6)17-18-47(9)26(27(44)19-43(39,5)20-49)11-12-29-45(7)15-14-30(46(8,21-50)28(45)13-16-48(29,47)10)64-41-33(56)31(54)32(55)35(65-41)40(58)59/h11,22,27-39,41-42,49-50,54-57H,12-21H2,1-10H3,(H,58,59)/t22-,27-,28+,29+,30-,31-,32-,33+,34-,35-,36+,37+,38+,39-,41+,42-,43+,44+,45-,46-,47+,48+/m0/s1
• InChI Key: IJYCUJUXUVFFJB-JHEJGKBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₁₈
• Molecular Weight: 939.10 g/mol
• Exact Mass: 938.48751551 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.54
• 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	+	0.6512	65.12%
Caco-2	-	0.8696	86.96%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8681	86.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7995	79.95%
OATP1B3 inhibitior	-	0.3733	37.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5452	54.52%
BSEP inhibitior	+	0.9141	91.41%
P-glycoprotein inhibitior	+	0.7572	75.72%
P-glycoprotein substrate	-	0.5543	55.43%
CYP3A4 substrate	+	0.7272	72.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.9287	92.87%
CYP2D6 inhibition	-	0.9557	95.57%
CYP1A2 inhibition	-	0.8761	87.61%
CYP2C8 inhibition	+	0.7821	78.21%
CYP inhibitory promiscuity	-	0.9598	95.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7242	72.42%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5800	58.00%
Acute Oral Toxicity (c)	III	0.6932	69.32%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.5222	52.22%
Glucocorticoid receptor binding	+	0.7829	78.29%
Aromatase binding	+	0.6426	64.26%
PPAR gamma	+	0.8125	81.25%
Honey bee toxicity	-	0.7183	71.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9625	96.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.96%	97.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.53%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	88.69%	97.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.06%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.27%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.19%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.35%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.47%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.12%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.37%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.72%	97.09%
CHEMBL5028	O14672	ADAM10	80.67%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.35%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.19%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	80.13%	91.19%

Plants that contains it

• Staurogyne merguensis

Cross-Links

• PubChem: 10510085
• LOTUS: LTS0118965
• wikiData: Q105114218