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

Details

• Internal ID: 15b0842b-423e-41ff-a72b-b2f13a7a4d4f
• 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,7R,8S,8aS,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-9,10-bis[[(Z)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[(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)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)OC(=O)C(=CC)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H]([C@@H]([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](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O)O)C)(C)C)OC(=O)/C(=C\C)/C
• InChI: InChI=1S/C57H88O22/c1-13-24(3)47(70)78-44-45(79-48(71)25(4)14-2)56(11)27(21-52(44,5)6)26-15-16-31-54(9)19-18-32(53(7,8)30(54)17-20-55(31,10)57(26,12)43(67)42(56)66)74-51-41(77-50-37(64)35(62)33(60)28(22-58)72-50)39(38(65)40(76-51)46(68)69)75-49-36(63)34(61)29(23-59)73-49/h13-15,27-45,49-51,58-67H,16-23H2,1-12H3,(H,68,69)/b24-13-,25-14-/t27-,28+,29-,30-,31+,32-,33+,34-,35-,36+,37+,38-,39-,40-,41+,42+,43-,44-,45-,49-,50-,51+,54-,55+,56-,57-/m0/s1
• InChI Key: IJSIRUNWJJWIEO-QGDMUETCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₈O₂₂
• Molecular Weight: 1125.30 g/mol
• Exact Mass: 1124.57672443 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8652	86.52%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8938	89.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7680	76.80%
OATP1B3 inhibitior	-	0.2400	24.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9436	94.36%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	-	0.6131	61.31%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	+	0.7363	73.63%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4933	49.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.5513	55.13%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.8078	80.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8308	83.08%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.7300	73.00%
Estrogen receptor binding	+	0.7329	73.29%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	+	0.6154	61.54%
Glucocorticoid receptor binding	+	0.7989	79.89%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.8106	81.06%
Honey bee toxicity	-	0.6804	68.04%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9795	97.95%

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	97.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.77%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.24%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.06%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	84.93%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.77%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.76%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.75%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.26%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.70%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.62%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.32%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	80.28%	94.75%

Plants that contains it

• Dodonaea viscosa

Cross-Links

• PubChem: 162821233
• LOTUS: LTS0046156
• wikiData: Q105114105