[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 6dd3a7b4-f596-4415-87fb-53da456847a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C=O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C=O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C36H56O11/c1-18-9-12-36(30(44)47-29-26(42)25(41)24(40)21(16-37)46-29)14-13-33(4)19(27(36)35(18,6)45)7-8-23-31(2)15-20(39)28(43)32(3,17-38)22(31)10-11-34(23,33)5/h7,17-18,20-29,37,39-43,45H,8-16H2,1-6H3
• InChI Key: YZANFWDKMDESHV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₁
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.38226260 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 11
• 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	+	0.8150	81.50%
Caco-2	-	0.8466	84.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	0.7240	72.40%
OATP1B1 inhibitior	+	0.8259	82.59%
OATP1B3 inhibitior	-	0.2676	26.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5340	53.40%
BSEP inhibitior	+	0.6681	66.81%
P-glycoprotein inhibitior	+	0.7135	71.35%
P-glycoprotein substrate	-	0.6198	61.98%
CYP3A4 substrate	+	0.7062	70.62%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8521	85.21%
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	+	0.6055	60.55%
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	-	0.9241	92.41%
Skin irritation	+	0.5307	53.07%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7261	72.61%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9272	92.72%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8149	81.49%
Acute Oral Toxicity (c)	III	0.7122	71.22%
Estrogen receptor binding	+	0.6606	66.06%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	-	0.5436	54.36%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	+	0.6827	68.27%
Honey bee toxicity	-	0.7564	75.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.74%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.38%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.10%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	89.79%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.46%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.50%	100.00%
CHEMBL4072	P07858	Cathepsin B	85.97%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.59%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.00%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.98%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.59%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.49%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.46%	92.50%

Plants that contains it

• Anchusa azurea
• Drymonia macrophylla
• Rubus ellipticus var. obcordatus
• Rubus wallichianus
• Rubus xanthocarpus

Cross-Links

• PubChem: 53463457
• LOTUS: LTS0244380
• wikiData: Q105369074