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

Details

• Internal ID: 900aafb9-786e-4376-8f76-4be6e0c3b49e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,5S,6R)-6-[[(3S,6aR,6bS,8aS,12aS,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(4R)-3,4,5-trihydroxy-3-(hydroxymethyl)oxolan-2-yl]oxyoxane-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(C(O7)O)O)(CO)O)O)O)C)C)C2C1)C)C(=O)OC8(C(C(C(C(O8)CO)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C(C1CC[C@@]3(C2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@]6([C@H](C([C@@H](C(O6)CO)O)O)O)O)C)C)(C)C)O[C@H]7[C@H](C([C@@H](C(O7)C(=O)O)OC8C([C@H](C(O8)O)O)(CO)O)O)O
• InChI: InChI=1S/C47H74O20/c1-40(2)14-16-45(38(59)67-47(61)33(54)29(52)27(50)23(19-48)66-47)17-15-43(6)21(22(45)18-40)8-9-25-42(5)12-11-26(41(3,4)24(42)10-13-44(25,43)7)62-37-30(53)28(51)31(32(63-37)35(56)57)64-39-46(60,20-49)34(55)36(58)65-39/h8,22-34,36-37,39,48-55,58,60-61H,9-20H2,1-7H3,(H,56,57)/t22-,23?,24?,25?,26-,27+,28?,29?,30-,31-,32?,33-,34-,36?,37+,39?,42-,43+,44+,45-,46?,47+/m0/s1
• InChI Key: HTRWDRPXGPNFAE-KDNWRJNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₂₀
• Molecular Weight: 959.10 g/mol
• Exact Mass: 958.47734475 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8861	88.61%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8722	87.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7642	76.42%
OATP1B3 inhibitior	+	0.8597	85.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7397	73.97%
P-glycoprotein inhibitior	+	0.7524	75.24%
P-glycoprotein substrate	-	0.5918	59.18%
CYP3A4 substrate	+	0.7308	73.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.7341	73.41%
CYP2C9 inhibition	-	0.8150	81.50%
CYP2C19 inhibition	-	0.8949	89.49%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.7719	77.19%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4748	47.48%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.5700	57.00%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7153	71.53%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8072	80.72%
skin sensitisation	-	0.8930	89.30%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8112	81.12%
Acute Oral Toxicity (c)	III	0.6501	65.01%
Estrogen receptor binding	+	0.7586	75.86%
Androgen receptor binding	+	0.7568	75.68%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.7513	75.13%
Aromatase binding	+	0.6030	60.30%
PPAR gamma	+	0.7885	78.85%
Honey bee toxicity	-	0.6715	67.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9765	97.65%

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	95.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.25%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.31%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.56%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.56%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.28%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.23%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.39%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.00%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL5028	O14672	ADAM10	82.50%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.33%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.29%	96.77%

Plants that contains it

• Heptapleurum arboricola

Cross-Links

• PubChem: 162817450
• LOTUS: LTS0012513
• wikiData: Q105033584