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

Details

• Internal ID: 0dc7c142-dd2e-4c0f-9c7f-49fcbcf6f035
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,5S,6S)-6-[[(3R,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-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(CO7)(CO)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)C2C1)C)C(=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)C)(C)C)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)C(=O)O)O[C@@H]7[C@H]([C@@](CO7)(CO)O)O)O)O[C@@H]8[C@H]([C@@H]([C@H](CO8)O)O)O
• InChI: InChI=1S/C46H72O17/c1-40(2)14-16-45(39(55)56)17-15-43(6)22(23(45)18-40)8-9-26-42(5)12-11-27(41(3,4)25(42)10-13-44(26,43)7)60-37-32(62-36-29(50)28(49)24(48)19-58-36)30(51)31(33(63-37)35(53)54)61-38-34(52)46(57,20-47)21-59-38/h8,23-34,36-38,47-52,57H,9-21H2,1-7H3,(H,53,54)(H,55,56)/t23-,24+,25-,26+,27-,28-,29+,30-,31-,32+,33-,34-,36-,37+,38-,42-,43-,44-,45-,46+/m1/s1
• InChI Key: WOVNRYOJYHCTKF-JBVBIVKDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₂O₁₇
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.47695082 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• 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	-	0.8861	88.61%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7355	73.55%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7330	73.30%
P-glycoprotein inhibitior	+	0.7575	75.75%
P-glycoprotein substrate	-	0.5698	56.98%
CYP3A4 substrate	+	0.7320	73.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
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	+	0.7495	74.95%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9063	90.63%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6571	65.71%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7837	78.37%
Androgen receptor binding	+	0.7406	74.06%
Thyroid receptor binding	-	0.5941	59.41%
Glucocorticoid receptor binding	+	0.6999	69.99%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.7676	76.76%
Honey bee toxicity	-	0.7193	71.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	96.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.66%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.24%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.28%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.23%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.09%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.86%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	88.64%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.60%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.25%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.02%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.52%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.35%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.82%	91.07%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	82.96%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.32%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.05%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.20%	86.92%

Plants that contains it

• Heptapleurum arboricola

Cross-Links

• PubChem: 162919987
• LOTUS: LTS0161822
• wikiData: Q105309718