(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-2-[(1R,3'S,4S,4'R,5'S,6S,7S,8R,12S,13R,16S)-3',4'-dihydroxy-5',7,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-2(9),18-diene-6,2'-oxane]-16-yl]oxy-5-hydroxyoxan-4-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: f837a249-7d41-4f67-9789-71b0234ca71c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-2-[(1R,3'S,4S,4'R,5'S,6S,7S,8R,12S,13R,16S)-3',4'-dihydroxy-5',7,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-2(9),18-diene-6,2'-oxane]-16-yl]oxy-5-hydroxyoxan-4-yl]oxyoxane-3,4,5-triol
• InChI: InChI=1S/C47H72O21/c1-18-13-62-47(39(56)31(18)51)19(2)30-24-7-8-26-23(25(24)12-29(30)68-47)6-5-21-11-22(9-10-45(21,26)4)64-43-38(36(28(50)15-60-43)65-41-34(54)33(53)27(49)14-59-41)67-42-35(55)37(32(52)20(3)63-42)66-44-40(57)46(58,16-48)17-61-44/h5,18-20,22-23,26-44,48-58H,6-17H2,1-4H3/t18-,19-,20-,22-,23-,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37+,38+,39-,40-,41-,42-,43-,44-,45-,46+,47-/m0/s1
• InChI Key: PQDMEOZQLCZMOM-PMCXVWKSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₂₁
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.45660930 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -2.43
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8863	88.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9424	94.24%
P-glycoprotein inhibitior	+	0.7298	72.98%
P-glycoprotein substrate	+	0.7366	73.66%
CYP3A4 substrate	+	0.7428	74.28%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.8158	81.58%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9095	90.95%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7747	77.47%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5990	59.90%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8522	85.22%
Androgen receptor binding	+	0.7621	76.21%
Thyroid receptor binding	+	0.5310	53.10%
Glucocorticoid receptor binding	+	0.6681	66.81%
Aromatase binding	+	0.6248	62.48%
PPAR gamma	+	0.7930	79.30%
Honey bee toxicity	-	0.6350	63.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9176	91.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	99.61%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.66%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.85%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.12%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.91%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.11%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.77%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.15%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.98%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.97%	89.05%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	88.30%	95.52%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.56%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.68%	91.07%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.32%	92.88%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.09%	80.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.79%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.70%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.09%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.88%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.53%	92.62%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.38%	92.78%

Plants that contains it

• Trillium camschatcense

Cross-Links

• PubChem: 102403271
• NPASS: NPC227883