(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-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-3,4-dihydroxy-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: 61e0ac46-6f46-4c18-b8a2-9acef7d0e443
• 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,4R,5S,6R)-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-3,4-dihydroxy-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)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)CO)OC8C(C(C(O8)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)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)CO)O[C@H]8[C@@H]([C@H]([C@@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C47H76O16/c1-22-30(50)32(52)37(63-39-34(54)31(51)25(20-48)59-39)40(58-22)62-36-26(21-49)60-38(35(55)33(36)53)61-29-12-13-44(6)27(43(29,4)5)11-14-46(8)28(44)10-9-23-24-19-42(2,3)15-17-47(24,41(56)57)18-16-45(23,46)7/h9,22,24-40,48-55H,10-21H2,1-8H3,(H,56,57)/t22-,24-,25-,26+,27-,28+,29-,30-,31-,32+,33+,34+,35+,36+,37+,38-,39-,40-,44-,45+,46+,47-/m0/s1
• InChI Key: BWNBCQHJURTQKQ-ADNOESIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₆
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.51333633 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.37
• 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	+	0.8293	82.93%
Caco-2	-	0.8867	88.67%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	0.8786	87.86%
OATP1B1 inhibitior	+	0.6853	68.53%
OATP1B3 inhibitior	-	0.2836	28.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7421	74.21%
P-glycoprotein inhibitior	+	0.7527	75.27%
P-glycoprotein substrate	-	0.8306	83.06%
CYP3A4 substrate	+	0.7109	71.09%
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	+	0.6412	64.12%
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	-	0.9077	90.77%
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	+	0.7390	73.90%
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	-	0.8990	89.90%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	-	0.5774	57.74%
Glucocorticoid receptor binding	+	0.6880	68.80%
Aromatase binding	+	0.6646	66.46%
PPAR gamma	+	0.7822	78.22%
Honey bee toxicity	-	0.6999	69.99%
Biodegradation	-	0.7500	75.00%
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	97.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.40%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.83%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.93%	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	82.24%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.05%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.78%	99.17%
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%
CHEMBL221	P23219	Cyclooxygenase-1	80.13%	90.17%

Plants that contains it

• Anemone narcissiflora

Cross-Links

• PubChem: 163026882
• LOTUS: LTS0160263
• wikiData: Q104947401