(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13S,14S,15S,16S,17S,18R)-5',7,9,13-tetramethyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,17-tetrol

Details

• Internal ID: 4b8fcb3c-8781-4093-b039-0441e703310b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,5'S,6R,7S,8R,9S,12S,13S,14S,15S,16S,17S,18R)-5',7,9,13-tetramethyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,17-tetrol
• InChI: InChI=1S/C33H54O12/c1-14-5-10-33(42-13-14)15(2)21-19(44-33)11-18-16-6-9-32(45-29-26(39)23(36)22(35)20(12-34)43-29)28(41)25(38)24(37)27(40)31(32,4)17(16)7-8-30(18,21)3/h14-29,34-41H,5-13H2,1-4H3/t14-,15-,16+,17-,18-,19-,20+,21-,22+,23-,24+,25-,26+,27+,28-,29-,30-,31-,32-,33+/m0/s1
• InChI Key: ZMWPXOWHGCULAK-PVBJFRRHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₂
• Molecular Weight: 642.80 g/mol
• Exact Mass: 642.36152715 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.35
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5917	59.17%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	0.5951	59.51%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8647	86.47%
P-glycoprotein inhibitior	+	0.6188	61.88%
P-glycoprotein substrate	-	0.6797	67.97%
CYP3A4 substrate	+	0.7183	71.83%
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	+	0.6014	60.14%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.7524	75.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7297	72.97%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9285	92.85%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5928	59.28%
Acute Oral Toxicity (c)	I	0.7761	77.61%
Estrogen receptor binding	+	0.5805	58.05%
Androgen receptor binding	+	0.7350	73.50%
Thyroid receptor binding	-	0.5913	59.13%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.5819	58.19%
Honey bee toxicity	-	0.5870	58.70%
Biodegradation	-	0.8000	80.00%
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	98.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.51%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	92.11%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.54%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.30%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.06%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	89.37%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.03%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.38%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.82%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.88%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.40%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	82.22%	97.79%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	82.19%	97.25%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.97%	97.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.58%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	81.57%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.67%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.61%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.41%	96.21%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.38%	91.24%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.08%	92.78%

Plants that contains it

• Aspidistra elatior

Cross-Links

• PubChem: 163004564
• LOTUS: LTS0154746
• wikiData: Q105379765