[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-1-hydroxy-9-(hydroxymethyl)-1,2,2,6a,6b,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-3H-picene-4a-carboxylate

Details

• Internal ID: 4ec99181-2105-40da-a2fb-bfc1ea315370
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-1-hydroxy-9-(hydroxymethyl)-1,2,2,6a,6b,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-3H-picene-4a-carboxylate
• InChI: InChI=1S/C43H70O15/c1-37(2)14-16-43(36(53)58-35-32(52)30(50)28(48)23(19-45)56-35)17-15-40(5)21(33(43)42(37,7)54)8-9-25-38(3)12-11-26(39(4,20-46)24(38)10-13-41(25,40)6)57-34-31(51)29(49)27(47)22(18-44)55-34/h8,22-35,44-52,54H,9-20H2,1-7H3/t22-,23-,24-,25-,26+,27-,28-,29+,30+,31-,32-,33-,34+,35+,38+,39+,40-,41-,42+,43+/m1/s1
• InChI Key: LKXKKWFRIKEYJX-SNXJXOGVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₅
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.47147152 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7499	74.99%
Caco-2	-	0.8790	87.90%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	0.8710	87.10%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.5616	56.16%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	-	0.7259	72.59%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.5876	58.76%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7057	70.57%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7127	71.27%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.7108	71.08%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.5753	57.53%
Glucocorticoid receptor binding	+	0.6412	64.12%
Aromatase binding	+	0.6156	61.56%
PPAR gamma	+	0.7283	72.83%
Honey bee toxicity	-	0.7668	76.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9603	96.03%

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	95.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.32%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.31%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	84.89%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.63%	97.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.52%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.94%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.16%	94.00%

Plants that contains it

• Rosenbergiodendron formosum

Cross-Links

• PubChem: 101053005
• LOTUS: LTS0101524
• wikiData: Q105153342