(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9S,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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: cae255c9-47c3-4dd1-83a9-89a6de1814af
• 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,8aR,9S,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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)OC1CC(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)O)CO)(C)C
• SMILES (Isomeric): CC=C(C)C(=O)O[C@H]1CC(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]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)O)O)CO)(C)C
• InChI: InChI=1S/C59H94O26/c1-11-23(2)49(76)80-32-19-54(4,5)18-26-25-12-13-30-56(8)16-15-31(55(6,7)29(56)14-17-57(30,9)58(25,10)46(72)47(73)59(26,32)22-62)81-53-45(85-51-40(70)37(67)34(64)27(20-60)78-51)42(41(71)43(83-53)48(74)75)82-52-44(38(68)35(65)28(21-61)79-52)84-50-39(69)36(66)33(63)24(3)77-50/h11-12,24,26-47,50-53,60-73H,13-22H2,1-10H3,(H,74,75)/t24-,26-,27+,28+,29-,30+,31-,32-,33-,34+,35-,36+,37-,38-,39+,40+,41-,42-,43-,44+,45+,46-,47+,50-,51-,52-,53+,56-,57+,58-,59+/m0/s1
• InChI Key: KHFDIHQNZXOTAA-AJVGXHFOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₄O₂₆
• Molecular Weight: 1219.40 g/mol
• Exact Mass: 1218.60333310 g/mol
• Topological Polar Surface Area (TPSA): 421.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -2.01
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7598	75.98%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9610	96.10%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	-	0.5083	50.83%
CYP3A4 substrate	+	0.7333	73.33%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7547	75.47%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8678	86.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7362	73.62%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8558	85.58%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9000	90.00%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.7621	76.21%
Thyroid receptor binding	+	0.6204	62.04%
Glucocorticoid receptor binding	+	0.7980	79.80%
Aromatase binding	+	0.6537	65.37%
PPAR gamma	+	0.8269	82.69%
Honey bee toxicity	-	0.6419	64.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.51%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.57%	97.36%
CHEMBL2581	P07339	Cathepsin D	88.54%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.24%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.89%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.83%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.37%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.70%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.45%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.16%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.11%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%

Plants that contains it

• Camellia japonica

Cross-Links

• PubChem: 163080619
• LOTUS: LTS0012978
• wikiData: Q105141117