(2R,3R,4S,5S,6S)-6-[[(3S,4R,4aR,6aS,6bR,8aS,12aS,14aS,14bS)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 93d673d5-286e-42e5-8e3c-5f8a07fe959d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6S)-6-[[(3S,4R,4aR,6aS,6bR,8aS,12aS,14aS,14bS)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(CO7)O)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@@]([C@@H]1CC[C@]3([C@H]2CC=C4[C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)CO)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)C(=O)O)O[C@@H]8[C@H]([C@H]([C@H](CO8)O)O)O)O)O
• InChI: InChI=1S/C47H74O19/c1-42(2)13-15-47(41(60)66-39-33(56)30(53)29(52)24(18-48)62-39)16-14-45(5)21(22(47)17-42)7-8-26-43(3)11-10-27(44(4,20-49)25(43)9-12-46(26,45)6)63-40-34(57)31(54)35(36(65-40)37(58)59)64-38-32(55)28(51)23(50)19-61-38/h7,22-36,38-40,48-57H,8-20H2,1-6H3,(H,58,59)/t22-,23-,24+,25+,26-,27-,28-,29+,30+,31-,32-,33+,34-,35+,36+,38+,39-,40-,43+,44-,45-,46-,47-/m0/s1
• InChI Key: UFRNMHBOQHSFSI-YXJLAEJYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₉
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.48243013 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• 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	-	0.8856	88.56%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.7480	74.80%
P-glycoprotein inhibitior	+	0.7531	75.31%
P-glycoprotein substrate	-	0.6594	65.94%
CYP3A4 substrate	+	0.7280	72.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
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	+	0.7297	72.97%
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	-	0.9038	90.38%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7411	74.11%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8341	83.41%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	-	0.5373	53.73%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.6288	62.88%
PPAR gamma	+	0.8018	80.18%
Honey bee toxicity	-	0.6927	69.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.68%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.20%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.46%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.15%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.58%	97.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.89%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.83%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.59%	96.77%
CHEMBL5028	O14672	ADAM10	82.44%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.20%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.18%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.16%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.84%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.57%	93.00%

Plants that contains it

• Symplocos glomerata

Cross-Links

• PubChem: 162991320
• LOTUS: LTS0266860
• wikiData: Q105272060