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

Details

• Internal ID: 108ec7ea-4740-4d17-ba5b-06003cc7cf05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR)-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=C2C1)CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CCC4=C5CC(CC[C@@]5(CC[C@@]24C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)(C[C@H]([C@@H]([C@@]3(C)CO)O)O)C
• InChI: InChI=1S/C36H58O10/c1-31(2)11-13-36(30(44)46-29-27(42)26(41)25(40)22(17-37)45-29)14-12-34(5)19(20(36)15-31)7-8-24-32(3)16-21(39)28(43)33(4,18-38)23(32)9-10-35(24,34)6/h21-29,37-43H,7-18H2,1-6H3/t21-,22-,23-,24-,25-,26+,27-,28+,29+,32+,33+,34-,35-,36+/m1/s1
• InChI Key: DFNVNGOVMIJDKY-XVLRREPGSA-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: 3.80
• Atomic LogP (AlogP): 2.58
• 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	+	0.8280	82.80%
Caco-2	-	0.8291	82.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.5774	57.74%
OATP1B1 inhibitior	+	0.8419	84.19%
OATP1B3 inhibitior	-	0.5000	50.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	-	0.5500	55.00%
P-glycoprotein inhibitior	+	0.6869	68.69%
P-glycoprotein substrate	-	0.7342	73.42%
CYP3A4 substrate	+	0.7152	71.52%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8265	82.65%
CYP2C8 inhibition	+	0.5556	55.56%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7272	72.72%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7290	72.90%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5681	56.81%
Acute Oral Toxicity (c)	III	0.8000	80.00%
Estrogen receptor binding	+	0.6678	66.78%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	+	0.6676	66.76%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.6122	61.22%
Honey bee toxicity	-	0.7775	77.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.17%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.26%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.49%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.14%	91.24%
CHEMBL2581	P07339	Cathepsin D	83.26%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.93%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.73%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.64%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.28%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.91%	92.62%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10675768
• LOTUS: LTS0092120
• wikiData: Q105146578