(23S,25R)-23-[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyloxy]spirosta-5-ene-3beta-ol

Details

• Internal ID: 10cc4866-be17-4038-865a-5c43b3f3e5ef
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(1S,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3'-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)OC1)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C)OC1)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C39H62O14/c1-17-11-27(52-36-34(47)32(45)30(43)26(51-36)16-48-35-33(46)31(44)29(42)25(14-40)50-35)39(49-15-17)18(2)28-24(53-39)13-23-21-6-5-19-12-20(41)7-9-37(19,3)22(21)8-10-38(23,28)4/h5,17-18,20-36,40-47H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26-,27+,28+,29-,30-,31+,32+,33-,34-,35-,36+,37+,38+,39+/m1/s1
• InChI Key: JYTYNJVUYVTCNM-FFUOIZFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₄
• Molecular Weight: 754.90 g/mol
• Exact Mass: 754.41395665 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

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	-	0.8862	88.62%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4814	48.14%
P-glycoprotein inhibitior	+	0.7099	70.99%
P-glycoprotein substrate	+	0.5834	58.34%
CYP3A4 substrate	+	0.7522	75.22%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
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	+	0.7705	77.05%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9209	92.09%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7672	76.72%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8142	81.42%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6323	63.23%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	-	0.6122	61.22%
Glucocorticoid receptor binding	+	0.5376	53.76%
Aromatase binding	+	0.6775	67.75%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.5970	59.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.93%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.75%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.83%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.47%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.71%	96.61%
CHEMBL1871	P10275	Androgen Receptor	91.99%	96.43%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.89%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.25%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.11%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.99%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.77%	92.94%
CHEMBL1914	P06276	Butyrylcholinesterase	88.38%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.01%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.56%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.46%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.61%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.27%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	82.00%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.43%	92.62%

Plants that contains it

• Adina eurhyncha
• Agave parryi var. huachucensis
• Aloe vera
• Angiopteris helferiana
• Anisomeles indica
• Anomospermum grandifolium
• Catunaregam longispina
• Centaurea diffusa
• Clarkia unguiculata
• Dahlstedtia pinnata
• Daphne papyracea
• Dermatophyllum secundiflorum
• Erinus alpinus
• Fritillaria taipaiensis
• Geranium macrorrhizum
• Gypothamnium pinifolium
• Hypolaena fastigiata
• Maclura pomifera
• Meryta denhamii
• Mimosa invisa
• Morinda citrifolia
• Pedicularis densispica
• Penianthus zenkeri
• Ruscus aculeatus
• Senecio macrophyllus
• Solanum chacoense
• Stenostomum acutatum
• Timonius eximius

Cross-Links

• PubChem: 100982641
• NPASS: NPC224999
• LOTUS: LTS0003327
• wikiData: Q105137210