(2S,3R,4S,5S,6R)-2-(((2R,3R,4S,5R,6R)-4,5-Dihydroxy-2-(((2aR,4S,5'S,6aS,6bS,8aS,8bR,9S,10R,11aR,12R,12aS,12bR)-12-hydroxy-5',6a,8a,9-tetramethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyr

Details

• Internal ID: d5fde484-2c1f-4999-901c-e27ad2d50d22
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1R,2S,3R,4R,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-3-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)C(C4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)O)C)OC1
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)[C@@H]([C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O)C)OC1
• InChI: InChI=1S/C39H64O14/c1-17-7-12-39(48-16-17)18(2)25-33(53-39)29(44)26-21-6-5-19-13-20(8-10-37(19,3)22(21)9-11-38(25,26)4)49-36-34(31(46)28(43)24(15-41)51-36)52-35-32(47)30(45)27(42)23(14-40)50-35/h17-36,40-47H,5-16H2,1-4H3/t17-,18-,19+,20-,21+,22-,23+,24+,25-,26+,27+,28-,29+,30-,31-,32+,33+,34+,35-,36+,37-,38+,39+/m0/s1
• InChI Key: FZEHHXRFTMAICH-DCZAGIEQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₄
• Molecular Weight: 756.90 g/mol
• Exact Mass: 756.42960671 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• (2S,3R,4S,5S,6R)-2-(((2R,3R,4S,5R,6R)-4,5-Dihydroxy-2-(((2aR,4S,5'S,6aS,6bS,8aS,8bR,9S,10R,11aR,12R,12aS,12bR)-12-hydroxy-5',6a,8a,9-tetramethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyr
• 163047-23-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5917	59.17%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.7460	74.60%
P-glycoprotein inhibitior	+	0.6975	69.75%
P-glycoprotein substrate	-	0.6505	65.05%
CYP3A4 substrate	+	0.7422	74.22%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.5789	57.89%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7111	71.11%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7018	70.18%
Acute Oral Toxicity (c)	I	0.7761	77.61%
Estrogen receptor binding	+	0.7608	76.08%
Androgen receptor binding	+	0.6983	69.83%
Thyroid receptor binding	-	0.6173	61.73%
Glucocorticoid receptor binding	-	0.5426	54.26%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.6582	65.82%
Honey bee toxicity	-	0.5281	52.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8210	82.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.70%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.02%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	93.71%	98.10%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.64%	89.05%
CHEMBL233	P35372	Mu opioid receptor	92.47%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.41%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.58%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.29%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.76%	96.21%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.84%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	87.48%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	86.02%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.16%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.58%	92.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.56%	92.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.14%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.86%	97.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.74%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.10%	97.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.73%	97.28%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.69%	97.53%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.48%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.35%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	80.58%	97.64%

Plants that contains it

• Anemarrhena asphodeloides
• Mentha aquatica

Cross-Links

• PubChem: 101672280
• NPASS: NPC188996
• LOTUS: LTS0250792
• wikiData: Q104991658