(2S,4S)-6-[[(4aR,6bS,8R,14aR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-oxo-2,3,4a,5,6,7,8,9,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-4-[(4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 3f8bbcd5-df95-4260-8a64-3a6412f33a37
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,4S)-6-[[(4aR,6bS,8R,14aR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-oxo-2,3,4a,5,6,7,8,9,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-4-[(4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(CC(C9(C8CC(C(=O)C9)(C)C)CO)O)C)C)C)C(=O)O)O)CO)O)O)O)O
• SMILES (Isomeric): CC1[C@@H](C(C(C(O1)O[C@H]2[C@H]([C@H](OC(C2O)O[C@H]3C([C@H](OC(C3O[C@H]4[C@@H](C([C@@H](C(O4)CO)O)O)O)OC5CCC6([C@H](C5(C)C)CCC7([C@@H]6CC=C8[C@]7(C[C@H](C9(C8CC(C(=O)C9)(C)C)CO)O)C)C)C)C(=O)O)O)CO)O)O)O)O
• InChI: InChI=1S/C54H86O24/c1-21-31(60)34(63)36(65)45(71-21)75-40-33(62)25(19-56)73-47(39(40)68)76-41-38(67)42(44(69)70)77-48(43(41)78-46-37(66)35(64)32(61)24(18-55)72-46)74-30-12-13-51(6)26(50(30,4)5)11-14-52(7)27(51)10-9-22-23-15-49(2,3)28(58)17-54(23,20-57)29(59)16-53(22,52)8/h9,21,23-27,29-43,45-48,55-57,59-68H,10-20H2,1-8H3,(H,69,70)/t21?,23?,24?,25-,26+,27-,29-,30?,31+,32-,33+,34?,35?,36?,37-,38?,39?,40+,41+,42+,43?,45?,46+,47?,48?,51?,52?,53-,54?/m1/s1
• InChI Key: FZCIRIVQLIXAHR-HRUNVSKDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₄
• Molecular Weight: 1119.20 g/mol
• Exact Mass: 1118.55090361 g/mol
• Topological Polar Surface Area (TPSA): 391.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 12

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	-	0.8868	88.68%
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	+	0.7523	75.23%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9131	91.31%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	-	0.5591	55.91%
CYP3A4 substrate	+	0.7328	73.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
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	+	0.7666	76.66%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7424	74.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7595	75.95%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8098	80.98%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8977	89.77%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7551	75.51%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.8170	81.70%
Honey bee toxicity	-	0.6671	66.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	96.19%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.66%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.86%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	89.45%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	88.90%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.85%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.40%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.29%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.28%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.05%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.19%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.39%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.06%	98.00%

Plants that contains it

• Berneuxia thibetica

Cross-Links

• PubChem: 5315185
• NPASS: NPC63221
• LOTUS: LTS0075213
• wikiData: Q105106006