(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-8a-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 086fec0a-cd31-4983-a04a-dc3576819aef
• 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,8S,8aR,9S,12aS,14aR,14bR)-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-8a-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C)O)COC8C(C(C(C(O8)C)O)O)O)(C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1CC(C[C@@H]2[C@]1([C@H](C[C@@]3(C2=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[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)C)O)CO[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)C)O)O)O)(C)C
• InChI: InChI=1S/C53H84O20/c1-11-23(2)44(66)70-32-20-48(4,5)18-26-25-12-13-29-50(8)16-15-31(71-47-40(63)41(39(62)42(73-47)43(64)65)72-46-38(61)36(59)34(57)27(21-54)69-46)49(6,7)28(50)14-17-51(29,9)52(25,10)19-30(55)53(26,32)22-67-45-37(60)35(58)33(56)24(3)68-45/h11-12,24,26-42,45-47,54-63H,13-22H2,1-10H3,(H,64,65)/b23-11+/t24-,26+,27-,28+,29-,30+,31+,32+,33+,34-,35+,36+,37-,38-,39+,40-,41+,42+,45-,46+,47-,50+,51-,52-,53+/m1/s1
• InChI Key: CORSEAJTRXRMNC-JDKZELOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₄O₂₀
• Molecular Weight: 1041.20 g/mol
• Exact Mass: 1040.55559506 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 11

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	-	0.8740	87.40%
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	+	0.7271	72.71%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8960	89.60%
P-glycoprotein inhibitior	+	0.7516	75.16%
P-glycoprotein substrate	-	0.5268	52.68%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8966	89.66%
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	+	0.7672	76.72%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8278	82.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6788	67.88%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8848	88.48%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8782	87.82%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7645	76.45%
Androgen receptor binding	+	0.7447	74.47%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.8013	80.13%
Aromatase binding	+	0.6122	61.22%
PPAR gamma	+	0.8220	82.20%
Honey bee toxicity	-	0.6419	64.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
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	98.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.03%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.84%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.75%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.79%	94.45%
CHEMBL5028	O14672	ADAM10	85.62%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.94%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.43%	97.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.34%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.85%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.79%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.77%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	82.58%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.80%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.42%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.22%	95.50%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 10819891
• LOTUS: LTS0208707
• wikiData: Q104967255