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

Details

• Internal ID: 75c13996-7a08-4331-9c15-aef23fa75be2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,4S,4aR,5R,6aR,6bS,8S,8aS,10S,12aS,14aR,14bR)-5,8,10-trihydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carbaldehyde
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5C(CC4(C3(CC(C2(CC1O)C)O)C)C)O)(C)C=O)OC6C(C(C(C(O6)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1[C@@H](C[C@@]3([C@@H]2CC=C4[C@]3(C[C@@H]([C@@]5([C@H]4CC([C@H](C5)O)(C)C)C)O)C)C)O)(C)C=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H58O10/c1-31(2)12-19-18-8-9-22-32(3)11-10-25(46-30-28(44)27(43)26(42)21(16-37)45-30)34(5,17-38)29(32)20(39)13-36(22,7)35(18,6)15-24(41)33(19,4)14-23(31)40/h8,17,19-30,37,39-44H,9-16H2,1-7H3/t19-,20+,21+,22+,23-,24-,25-,26+,27-,28+,29+,30-,32+,33-,34+,35+,36+/m0/s1
• InChI Key: QIEQNWKMWKGYEN-XAKCPJFSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₀
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.40299804 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8801	88.01%
Caco-2	-	0.8459	84.59%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8621	86.21%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8054	80.54%
OATP1B3 inhibitior	-	0.4639	46.39%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6318	63.18%
BSEP inhibitior	-	0.5736	57.36%
P-glycoprotein inhibitior	+	0.7097	70.97%
P-glycoprotein substrate	-	0.7146	71.46%
CYP3A4 substrate	+	0.7117	71.17%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.8762	87.62%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.7790	77.90%
CYP2C8 inhibition	+	0.6083	60.83%
CYP inhibitory promiscuity	-	0.9350	93.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7101	71.01%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.5623	56.23%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6695	66.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7290	72.90%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7700	77.00%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6330	63.30%
Acute Oral Toxicity (c)	III	0.7938	79.38%
Estrogen receptor binding	+	0.6393	63.93%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	-	0.5560	55.60%
Glucocorticoid receptor binding	+	0.6203	62.03%
Aromatase binding	+	0.6282	62.82%
PPAR gamma	+	0.6714	67.14%
Honey bee toxicity	-	0.7470	74.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9604	96.04%

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	96.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.18%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.69%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.13%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.89%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.88%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	84.00%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.75%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.24%	95.50%
CHEMBL2581	P07339	Cathepsin D	80.82%	98.95%

Plants that contains it

• Silphium radula

Cross-Links

• PubChem: 24813910
• LOTUS: LTS0274329
• wikiData: Q105221333