(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: e2ffddad-2347-494f-b5a1-dc0691b9c713
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(O3)CO)O)O)OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C)C(=O)O)C)C)C)CO)OC9C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@H]([C@@H](O3)CO)O)O)O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(CC8)(C)C)C(=O)O)C)C)C)CO)O[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)O)O
• InChI: InChI=1S/C52H84O20/c1-23-32(56)35(59)40(71-42-36(60)33(57)26(20-53)66-42)44(65-23)70-39-28(22-55)68-45(41(38(39)62)72-43-37(61)34(58)27(21-54)67-43)69-31-12-13-49(6)29(48(31,4)5)11-14-51(8)30(49)10-9-24-25-19-47(2,3)15-17-52(25,46(63)64)18-16-50(24,51)7/h9,23,25-45,53-62H,10-22H2,1-8H3,(H,63,64)/t23-,25-,26-,27-,28+,29-,30+,31-,32-,33-,34-,35+,36+,37+,38-,39+,40+,41+,42-,43-,44-,45-,49-,50+,51+,52-/m0/s1
• InChI Key: HIUXYSOELKXDDH-ZOUCUVPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₀
• Molecular Weight: 1029.20 g/mol
• Exact Mass: 1028.55559506 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8293	82.93%
Caco-2	-	0.8858	88.58%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6910	69.10%
OATP1B3 inhibitior	-	0.2836	28.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7833	78.33%
P-glycoprotein inhibitior	+	0.7506	75.06%
P-glycoprotein substrate	-	0.8213	82.13%
CYP3A4 substrate	+	0.7131	71.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.8597	85.97%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6483	64.83%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5325	53.25%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6960	69.60%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9447	94.47%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8707	87.07%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	-	0.5192	51.92%
Glucocorticoid receptor binding	+	0.7074	70.74%
Aromatase binding	+	0.6388	63.88%
PPAR gamma	+	0.7912	79.12%
Honey bee toxicity	-	0.7031	70.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5905	59.05%
Fish aquatic toxicity	+	0.9709	97.09%

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	97.12%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.88%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.81%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.83%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.63%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.20%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.06%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.52%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.05%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.78%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	81.46%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.06%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.50%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%

Plants that contains it

• Anemonastrum polyanthes

Cross-Links

• PubChem: 163079585
• LOTUS: LTS0079060
• wikiData: Q105029040