Trachelosperoside A-1

Details

• Internal ID: 1f931152-5dc4-4950-908f-8ae7b5c78caf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2,3,12-trihydroxy-4,6a,6b,11,12,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@]5(C)C(=O)O)O)O)C)C)[C@@H]2[C@]1(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/C36H56O12/c1-17-9-12-36(30(45)48-28-25(41)24(40)23(39)20(16-37)47-28)14-13-32(3)18(26(36)35(17,6)46)7-8-21-31(2)15-19(38)27(42)34(5,29(43)44)22(31)10-11-33(21,32)4/h7,17,19-28,37-42,46H,8-16H2,1-6H3,(H,43,44)/t17-,19-,20-,21-,22-,23-,24+,25-,26-,27+,28+,31-,32-,33-,34-,35-,36+/m1/s1
• InChI Key: YXSQSVWHKZZWDD-IWSVBZIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₂
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.37717722 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• Trachelosperogenin A1, >=95% (LC/MS-ELSD)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8150	81.50%
Caco-2	-	0.8485	84.85%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	0.7269	72.69%
OATP1B1 inhibitior	+	0.8199	81.99%
OATP1B3 inhibitior	-	0.2676	26.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5340	53.40%
BSEP inhibitior	-	0.5810	58.10%
P-glycoprotein inhibitior	+	0.7096	70.96%
P-glycoprotein substrate	-	0.6215	62.15%
CYP3A4 substrate	+	0.7001	70.01%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.6948	69.48%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.9156	91.56%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.8087	80.87%
CYP2C8 inhibition	+	0.5909	59.09%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9181	91.81%
Skin irritation	+	0.5307	53.07%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.8540	85.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7126	71.26%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9272	92.72%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6998	69.98%
Acute Oral Toxicity (c)	III	0.7122	71.22%
Estrogen receptor binding	+	0.6752	67.52%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	-	0.5575	55.75%
Glucocorticoid receptor binding	+	0.6904	69.04%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.6904	69.04%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9622	96.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.22%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.15%	97.25%
CHEMBL4072	P07858	Cathepsin B	87.20%	93.67%
CHEMBL5255	O00206	Toll-like receptor 4	85.63%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.93%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.54%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.45%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.87%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.11%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.89%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.61%	95.93%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.83%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.56%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.22%	94.45%

Plants that contains it

• Aldama oblongifolia
• Artemisia schimperi
• Barbarea verna
• Cajanus trinervius
• Chaenomeles sinensis
• Chenopodium foliosum
• Elephantopus mollis
• Euryops algoensis
• Gardenia jasminoides
• Gomortega keule
• Iris ensata
• Litsea pungens
• Nuphar lutea
• Orthocaulis attenuatus
• Petasites hybridus
• Phoenix loureiroi
• Picea mariana
• Quercus robur
• Rubus ellipticus
• Salvia parryi
• Scabiosa pyrenaica
• Staphylea ternata
• Thalictrum longistylum
• Trachelospermum asiaticum
• Viburnum urceolatum
• Xyris pterygoblephara

Cross-Links

• PubChem: 21637743
• NPASS: NPC257497
• LOTUS: LTS0071801
• wikiData: Q105368118