3-O-(Glcb1-3(Rhaa1-2)Glcb)-(25R)-spirost-5-en-3beta-ol

Details

• Internal ID: 6f8dfa47-06a3-4867-b6a5-a180e5429ced
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3S,5R)-2-[(2R,4S,5R)-2-[[(3S,8S,9S,10R,13S,14S,16S,17R)-16-[(2S,5R)-2,5-dimethyloxan-2-yl]oxy-17-ethyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-hydroxy-6-(hydroxymethyl)-4-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCC1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC8(CCC(CO8)C)C
• SMILES (Isomeric): CC[C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5C([C@H]([C@@H](C(O5)CO)O)O[C@H]6C([C@H]([C@@H](C(O6)CO)O)O)O)O[C@H]7[C@H](C([C@H](C(O7)C)O)O)O)C)C)O[C@]8(CC[C@H](CO8)C)C
• InChI: InChI=1S/C46H76O17/c1-7-26-29(63-46(6)15-10-21(2)20-56-46)17-28-25-9-8-23-16-24(11-13-44(23,4)27(25)12-14-45(26,28)5)58-43-40(62-41-37(54)35(52)32(49)22(3)57-41)39(34(51)31(19-48)60-43)61-42-38(55)36(53)33(50)30(18-47)59-42/h8,21-22,24-43,47-55H,7,9-20H2,1-6H3/t21-,22?,24+,25-,26+,27+,28+,29+,30?,31?,32+,33-,34-,35?,36+,37+,38?,39+,40?,41+,42+,43-,44+,45-,46+/m1/s1
• InChI Key: BCTFDXRPOLFBDM-GSUQJNDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₇
• Molecular Weight: 901.10 g/mol
• Exact Mass: 900.50825095 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

• (25R)-spirost-5-en-3beta-ol 3-O-alpha-L-rhamnopyranosyl-(1-2)-O-[beta-D-glucopyranosyl-(1-3)]-beta-D-glucopyranoside
• LMST01080057

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7734	77.34%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6919	69.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8653	86.53%
OATP1B3 inhibitior	+	0.8371	83.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8558	85.58%
P-glycoprotein inhibitior	+	0.7262	72.62%
P-glycoprotein substrate	+	0.6107	61.07%
CYP3A4 substrate	+	0.7448	74.48%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9161	91.61%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.8845	88.45%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	+	0.7648	76.48%
CYP inhibitory promiscuity	-	0.8420	84.20%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6003	60.03%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.5625	56.25%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.8519	85.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7533	75.33%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9217	92.17%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8731	87.31%
Acute Oral Toxicity (c)	III	0.5504	55.04%
Estrogen receptor binding	+	0.8566	85.66%
Androgen receptor binding	+	0.7387	73.87%
Thyroid receptor binding	-	0.5804	58.04%
Glucocorticoid receptor binding	-	0.5483	54.83%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.7347	73.47%
Honey bee toxicity	-	0.5914	59.14%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9543	95.43%

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	99.33%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.36%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.93%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.78%	100.00%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.66%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.78%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	89.05%	98.10%
CHEMBL5255	O00206	Toll-like receptor 4	88.88%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.88%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.81%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.48%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.68%	94.75%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.99%	98.46%
CHEMBL242	Q92731	Estrogen receptor beta	81.43%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.29%	94.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.34%	97.50%
CHEMBL1977	P11473	Vitamin D receptor	80.28%	99.43%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.02%	91.71%

Plants that contains it

• Asparagus cochinchinensis
• Dioscorea althaeoides
• Dioscorea futschauensis
• Dioscorea gracillima
• Dioscorea septemloba
• Gossypium herbaceum
• Polygonatum zanlanscianense
• Smilax china
• Tribulus terrestris

Cross-Links

• PubChem: 52931453
• NPASS: NPC158823