Spongipregnoloside A

Details

• Internal ID: 7532e37d-e902-49e4-bea3-12036171dab3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8S,9S,10R,13S,14S,17S)-3-[(2R,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6(C(C5CC=C4C3)CCC6C(=O)C)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): CC1[C@@H](C([C@@H]([C@@H](O1)OC2[C@H]([C@@H](C(O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@H]([C@@H]5CC=C4C3)CC[C@@H]6C(=O)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C33H52O11/c1-15(35)20-7-8-21-19-6-5-17-13-18(9-11-32(17,3)22(19)10-12-33(20,21)4)42-31-29(27(39)25(37)23(14-34)43-31)44-30-28(40)26(38)24(36)16(2)41-30/h5,16,18-31,34,36-40H,6-14H2,1-4H3/t16?,18-,19-,20+,21-,22-,23?,24-,25+,26?,27-,28-,29?,30-,31+,32-,33+/m0/s1
• InChI Key: RNGPDKGOULTCGD-KVQIRICTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₁₁
• Molecular Weight: 624.80 g/mol
• Exact Mass: 624.35096247 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• 3-O-(Rhaa1-2Glcb)-3beta-hydroxy-pregna-5,16-dien-20-one
• 3beta-(alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranosyloxy)-pregna-5,16-dien-20-one
• 3-O-(alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranosyl)-3beta-hydroxy-pregna-5,16-dien-20-one
• CHEBI:166783
• LMST02030217
• 1-[(3S,8S,9S,10R,13S,14S,17S)-3-[(2R,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8214	82.14%
Caco-2	-	0.8741	87.41%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8405	84.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	-	0.2657	26.57%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	-	0.5295	52.95%
P-glycoprotein inhibitior	+	0.5971	59.71%
P-glycoprotein substrate	-	0.5825	58.25%
CYP3A4 substrate	+	0.7621	76.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9486	94.86%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.9383	93.83%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	+	0.5663	56.63%
CYP inhibitory promiscuity	-	0.9027	90.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9382	93.82%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.9437	94.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8144	81.44%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9284	92.84%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8567	85.67%
Acute Oral Toxicity (c)	III	0.5427	54.27%
Estrogen receptor binding	+	0.7430	74.30%
Androgen receptor binding	+	0.6491	64.91%
Thyroid receptor binding	-	0.5801	58.01%
Glucocorticoid receptor binding	+	0.5725	57.25%
Aromatase binding	+	0.6408	64.08%
PPAR gamma	+	0.5304	53.04%
Honey bee toxicity	-	0.6918	69.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5205	52.05%
Fish aquatic toxicity	+	0.9620	96.20%

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	98.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.29%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.91%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.00%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.78%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.30%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.88%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.81%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.29%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.27%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	82.92%	94.75%
CHEMBL237	P41145	Kappa opioid receptor	82.75%	98.10%
CHEMBL5028	O14672	ADAM10	82.68%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.00%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.86%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.46%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.11%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.85%	95.50%

Plants that contains it

• Dioscorea spongiosa

Cross-Links

• PubChem: 52931510
• LOTUS: LTS0208051
• wikiData: Q105241317