(2S)-2-[[(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]-2-(carboxymethoxy)acetic acid

Details

• Internal ID: 7aefb9b5-d44d-43e7-986b-e5c3d3ee3311
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S)-2-[[(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]-2-(carboxymethoxy)acetic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(C(=O)O)OCC(=O)O)C)C)C2C1)C)C(=O)OC6C(C(C(C(O6)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](C(=O)O)OCC(=O)O
• InChI: InChI=1S/C40H62O13/c1-35(2)14-16-40(34(49)53-32-30(46)29(45)28(44)23(19-41)51-32)17-15-38(6)21(22(40)18-35)8-9-25-37(5)12-11-26(52-33(31(47)48)50-20-27(42)43)36(3,4)24(37)10-13-39(25,38)7/h8,22-26,28-30,32-33,41,44-46H,9-20H2,1-7H3,(H,42,43)(H,47,48)/t22-,23+,24-,25+,26-,28+,29-,30+,32-,33-,37-,38+,39+,40-/m0/s1
• InChI Key: FDBQAHJAKLTDEC-UBBKOKMRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂O₁₃
• Molecular Weight: 750.90 g/mol
• Exact Mass: 750.41904203 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8010	80.10%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8748	87.48%
OATP2B1 inhibitior	-	0.8661	86.61%
OATP1B1 inhibitior	+	0.7447	74.47%
OATP1B3 inhibitior	-	0.3922	39.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.7508	75.08%
P-glycoprotein inhibitior	+	0.7765	77.65%
P-glycoprotein substrate	-	0.7368	73.68%
CYP3A4 substrate	+	0.7081	70.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.8871	88.71%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8403	84.03%
CYP2C8 inhibition	+	0.6544	65.44%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.6003	60.03%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3981	39.81%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8822	88.22%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8781	87.81%
Acute Oral Toxicity (c)	III	0.8021	80.21%
Estrogen receptor binding	+	0.6683	66.83%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	-	0.5810	58.10%
Glucocorticoid receptor binding	+	0.7368	73.68%
Aromatase binding	+	0.6554	65.54%
PPAR gamma	+	0.7099	70.99%
Honey bee toxicity	-	0.7353	73.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6705	67.05%
Fish aquatic toxicity	+	0.9649	96.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.44%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.48%	92.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.56%	94.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.52%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.05%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.87%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.54%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.27%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.91%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.75%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.06%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.05%	93.00%

Plants that contains it

• Achyranthes bidentata

Cross-Links

• PubChem: 101129998
• NPASS: NPC130905
• LOTUS: LTS0041180
• wikiData: Q104993498