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

Details

• Internal ID: ff4ae04c-943f-45d4-9b4e-ab8f62641053
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,4aR,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-3,10-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C(C3(CCC2(CC1OC5C(C(C(C(O5)CO)O)O)O)C(=O)O)C)(CCC6C4(CC(C(C6(C)CO)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC([C@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)C(=O)O)C)(C[C@H]([C@@H]([C@@]3(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C
• InChI: InChI=1S/C42H68O16/c1-37(2)13-20-19-7-8-25-38(3)14-21(46)33(58-35-32(52)30(50)28(48)23(17-44)56-35)39(4,18-45)24(38)9-10-41(25,6)40(19,5)11-12-42(20,36(53)54)15-26(37)57-34-31(51)29(49)27(47)22(16-43)55-34/h7,20-35,43-52H,8-18H2,1-6H3,(H,53,54)/t20-,21+,22+,23+,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34-,35-,38-,39-,40+,41+,42+/m0/s1
• InChI Key: BLBAJUMJICJXHK-FNBNBCNQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₆
• Molecular Weight: 829.00 g/mol
• Exact Mass: 828.45073608 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8238	82.38%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.6135	61.35%
P-glycoprotein inhibitior	+	0.7349	73.49%
P-glycoprotein substrate	-	0.6909	69.09%
CYP3A4 substrate	+	0.7027	70.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.6475	64.75%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6960	69.60%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8309	83.09%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.7427	74.27%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7484	74.84%
Androgen receptor binding	+	0.7391	73.91%
Thyroid receptor binding	-	0.6023	60.23%
Glucocorticoid receptor binding	+	0.6428	64.28%
Aromatase binding	+	0.6396	63.96%
PPAR gamma	+	0.7359	73.59%
Honey bee toxicity	-	0.7856	78.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	97.41%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.90%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.96%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.92%	92.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.47%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.20%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.12%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.82%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.24%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.61%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.04%	95.00%

Plants that contains it

• Anchusa azurea

Cross-Links

• PubChem: 101494910
• LOTUS: LTS0038241
• wikiData: Q104937875