(2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 5912db67-d30c-454f-8f47-931f9beb1c5c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(CO7)(CO)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O[C@H]8[C@@H]([C@](CO8)(CO)O)O)O)O
• InChI: InChI=1S/C47H74O18/c1-41(2)14-16-46(40(58)65-37-31(53)29(51)28(50)24(19-48)61-37)17-15-44(6)22(23(46)18-41)8-9-26-43(5)12-11-27(42(3,4)25(43)10-13-45(26,44)7)62-38-32(54)30(52)33(34(64-38)36(56)57)63-39-35(55)47(59,20-49)21-60-39/h8,23-35,37-39,48-55,59H,9-21H2,1-7H3,(H,56,57)/t23-,24+,25-,26+,27-,28+,29-,30+,31+,32+,33-,34-,35-,37-,38+,39-,43-,44+,45+,46-,47+/m0/s1
• InChI Key: LOXREAHYUNAOSJ-IFUYWZMDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₈
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.48751551 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8800	88.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7613	76.13%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7363	73.63%
P-glycoprotein inhibitior	+	0.7546	75.46%
P-glycoprotein substrate	-	0.6964	69.64%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7562	75.62%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9041	90.41%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7304	73.04%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8238	82.38%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7599	75.99%
Androgen receptor binding	+	0.7471	74.71%
Thyroid receptor binding	-	0.4945	49.45%
Glucocorticoid receptor binding	+	0.7661	76.61%
Aromatase binding	+	0.6173	61.73%
PPAR gamma	+	0.7938	79.38%
Honey bee toxicity	-	0.6690	66.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9692	96.92%

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%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.13%	97.09%
CHEMBL4302	P08183	P-glycoprotein 1	92.90%	92.98%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.93%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.04%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.02%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.58%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.55%	95.17%
CHEMBL2581	P07339	Cathepsin D	88.46%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.25%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	88.15%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.25%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.49%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.36%	99.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.81%	83.57%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.75%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.48%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.63%	86.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.50%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.24%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.75%	94.08%

Plants that contains it

• Heptapleurum arboricola

Cross-Links

• PubChem: 101251605
• LOTUS: LTS0053290
• wikiData: Q105154977