(2S,3R,4S,5S,6R)-2-[2-[(2R,4aR,6S,8aS)-6-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 65cbebeb-307f-4da2-a356-59ec984dfa5c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2-[(2R,4aR,6S,8aS)-6-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C32H54O16/c1-14-7-16(45-27-24(39)23(38)21(36)19(47-27)11-43-29-26(41)32(42,12-34)13-44-29)9-31(4)6-5-15(8-17(14)31)30(2,3)48-28-25(40)22(37)20(35)18(10-33)46-28/h15-29,33-42H,1,5-13H2,2-4H3/t15-,16+,17+,18-,19-,20-,21-,22+,23+,24-,25-,26+,27-,28+,29-,31-,32-/m1/s1
• InChI Key: QSTRBHATEJGVOL-ZDOMXZHHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₁₆
• Molecular Weight: 694.80 g/mol
• Exact Mass: 694.34118563 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.00
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7184	71.84%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7067	70.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8584	85.84%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6313	63.13%
P-glycoprotein inhibitior	+	0.6644	66.44%
P-glycoprotein substrate	-	0.5178	51.78%
CYP3A4 substrate	+	0.7151	71.51%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8964	89.64%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8879	88.79%
CYP2C8 inhibition	+	0.6798	67.98%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.5511	55.11%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7339	73.39%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4662	46.62%
Acute Oral Toxicity (c)	I	0.6018	60.18%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	+	0.6741	67.41%
Thyroid receptor binding	-	0.5578	55.78%
Glucocorticoid receptor binding	+	0.5551	55.51%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.6464	64.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9641	96.41%

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	99.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.69%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.22%	97.09%
CHEMBL1871	P10275	Androgen Receptor	95.01%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	94.58%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.64%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.96%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	91.19%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.32%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.82%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.19%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.53%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.40%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	85.23%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.39%	95.83%
CHEMBL220	P22303	Acetylcholinesterase	84.20%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.79%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.39%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.17%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.50%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.37%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.12%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.78%	96.90%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.50%	94.23%
CHEMBL1977	P11473	Vitamin D receptor	81.33%	99.43%
CHEMBL259	P32245	Melanocortin receptor 4	80.68%	95.38%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.36%	94.97%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.02%	97.50%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 101831403
• NPASS: NPC167505
• LOTUS: LTS0076131
• wikiData: Q105227352