(2S,3S,4R,5R,6S)-2-[[(1S,4S,6R,9S,10R,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 57dcae08-6b2b-4249-b0fc-2c72542c76fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3S,4R,5R,6S)-2-[[(1S,4S,6R,9S,10R,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C26H44O8/c1-23(2)16-6-9-25-10-14(26(32,12-25)13-28)4-5-17(25)24(16,3)8-7-18(23)34-22-21(31)20(30)19(29)15(11-27)33-22/h14-22,27-32H,4-13H2,1-3H3/t14-,15+,16-,17+,18-,19+,20-,21+,22-,24-,25+,26+/m1/s1
• InChI Key: TZSJZZXUCLOPQF-FKAMMTSGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₈
• Molecular Weight: 484.60 g/mol
• Exact Mass: 484.30361836 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5682	56.82%
Caco-2	-	0.8163	81.63%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5942	59.42%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8609	86.09%
P-glycoprotein inhibitior	-	0.6384	63.84%
P-glycoprotein substrate	-	0.8440	84.40%
CYP3A4 substrate	+	0.7012	70.12%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.9359	93.59%
CYP2C9 inhibition	-	0.8181	81.81%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	-	0.5804	58.04%
CYP inhibitory promiscuity	-	0.9659	96.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7254	72.54%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7511	75.11%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8487	84.87%
skin sensitisation	-	0.9193	91.93%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7483	74.83%
Acute Oral Toxicity (c)	I	0.5167	51.67%
Estrogen receptor binding	+	0.6488	64.88%
Androgen receptor binding	+	0.6291	62.91%
Thyroid receptor binding	+	0.5568	55.68%
Glucocorticoid receptor binding	+	0.6752	67.52%
Aromatase binding	+	0.6623	66.23%
PPAR gamma	-	0.4885	48.85%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8250	82.50%

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	95.53%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.60%	96.21%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.25%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.96%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.98%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.03%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	86.35%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.25%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	84.33%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.91%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.20%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.93%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.70%	97.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.40%	89.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.93%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.47%	99.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.37%	95.36%
CHEMBL3589	P55263	Adenosine kinase	81.14%	98.05%
CHEMBL2581	P07339	Cathepsin D	80.72%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	80.47%	92.98%

Plants that contains it

• Mikania laevigata
• Salvia bracteata

Cross-Links

• PubChem: 163040390
• LOTUS: LTS0008040
• wikiData: Q105221326