(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxycarbonyl-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]-4-[(1S,2R)-2-carboxy-1-(carboxymethoxy)-2-hydroxyethoxy]-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 15f3c1e5-64c5-48bc-b2ec-a6fec5a5d67d
• 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,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxycarbonyl-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]-4-[(1S,2R)-2-carboxy-1-(carboxymethoxy)-2-hydroxyethoxy]-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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)O)OC(C(C(=O)O)O)OCC(=O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)OS(=O)(=O)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)OS(=O)(=O)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O[C@@H]([C@H](C(=O)O)O)OCC(=O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C53H82O28S/c1-48(2)14-16-53(47(69)80-45-34(62)32(60)37(25(20-55)75-45)81-82(70,71)72)17-15-51(6)22(23(53)18-48)8-9-27-50(5)12-11-28(49(3,4)26(50)10-13-52(27,51)7)76-46-40(79-44-33(61)31(59)30(58)24(19-54)74-44)38(35(63)39(78-46)42(67)68)77-43(36(64)41(65)66)73-21-29(56)57/h8,23-28,30-40,43-46,54-55,58-64H,9-21H2,1-7H3,(H,56,57)(H,65,66)(H,67,68)(H,70,71,72)/t23-,24+,25+,26-,27+,28-,30+,31-,32+,33+,34+,35-,36-,37+,38-,39-,40+,43-,44-,45-,46+,50-,51+,52+,53-/m0/s1
• InChI Key: QQIVLKPMINNQMI-ILFUSGJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₂₈S
• Molecular Weight: 1199.30 g/mol
• Exact Mass: 1198.47133313 g/mol
• Topological Polar Surface Area (TPSA): 457.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8165	81.65%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5813	58.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7770	77.70%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.8804	88.04%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.5452	54.52%
CYP3A4 substrate	+	0.7406	74.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.8014	80.14%
CYP2C9 inhibition	-	0.7532	75.32%
CYP2C19 inhibition	-	0.7218	72.18%
CYP2D6 inhibition	-	0.8699	86.99%
CYP1A2 inhibition	-	0.7442	74.42%
CYP2C8 inhibition	+	0.8018	80.18%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5719	57.19%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.7513	75.13%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7098	70.98%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.8322	83.22%
skin sensitisation	-	0.8341	83.41%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9665	96.65%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	+	0.7070	70.70%
Androgen receptor binding	+	0.7537	75.37%
Thyroid receptor binding	+	0.6248	62.48%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	+	0.6454	64.54%
PPAR gamma	+	0.8047	80.47%
Honey bee toxicity	-	0.6176	61.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.21%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.68%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.57%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.11%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.27%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	87.64%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.62%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	87.50%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.35%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.31%	94.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.04%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.88%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.76%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.40%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.60%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.56%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.25%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.08%	93.56%

Plants that contains it

• Achyranthes bidentata

Cross-Links

• PubChem: 102193801
• NPASS: NPC206879