(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-11-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,4,6a,6b,11,14b-hexamethyl-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: 25490002-6ebf-4904-87ed-cffa0367c7db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-11-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,4,6a,6b,11,14b-hexamethyl-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): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)O)C)CC=C5C3(CCC6(C5CC(CC6)(C)COC7C(C(C(C(O7)CO)O)O)OC8C(C(C(CO8)O)O)O)C(=O)O)C)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O
• InChI: InChI=1S/C47H74O19/c1-42(2)25-9-12-46(6)26(44(25,4)11-10-27(42)64-39-34(56)30(52)32(54)35(65-39)37(57)58)8-7-21-22-17-43(3,13-15-47(22,41(59)60)16-14-45(21,46)5)20-62-40-36(31(53)29(51)24(18-48)63-40)66-38-33(55)28(50)23(49)19-61-38/h7,22-36,38-40,48-56H,8-20H2,1-6H3,(H,57,58)(H,59,60)/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: IWKXVLBTCBKNTM-KPXPCPAPSA-N
• Popularity: 0 references 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: 1.40
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• 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	-	0.8846	88.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7325	73.25%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.6554	65.54%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	-	0.6666	66.66%
CYP3A4 substrate	+	0.7323	73.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
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	+	0.7774	77.74%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7035	70.35%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9059	90.59%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8808	88.08%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	-	0.5702	57.02%
Glucocorticoid receptor binding	+	0.7177	71.77%
Aromatase binding	+	0.6340	63.40%
PPAR gamma	+	0.7925	79.25%
Honey bee toxicity	-	0.6769	67.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
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	97.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	87.70%	95.93%
CHEMBL5028	O14672	ADAM10	86.43%	97.50%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.86%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.59%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.26%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.25%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.96%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.91%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.44%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%

Plants that contains it

• Hypericum erectum
• Medicago arabica

Cross-Links

• PubChem: 162931394
• LOTUS: LTS0259485
• wikiData: Q105343055