Ruscin(P)

Details

• Internal ID: fbd302ef-2138-4d31-88da-21ae6886aaec
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-4,5-dihydroxy-2-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)OC19CCC(=C)CO9
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)O[C@]19CCC(=C)CO9
• InChI: InChI=1S/C44H68O17/c1-18-8-11-44(55-16-18)19(2)30-27(61-44)14-25-23-7-6-21-12-22(46)13-29(43(21,5)24(23)9-10-42(25,30)4)58-41-38(32(49)26(47)17-54-41)60-40-36(53)37(31(48)20(3)56-40)59-39-35(52)34(51)33(50)28(15-45)57-39/h6,19-20,22-41,45-53H,1,7-17H2,2-5H3/t19-,20-,22+,23+,24-,25-,26-,27-,28+,29+,30-,31-,32-,33+,34-,35+,36+,37+,38+,39-,40-,41-,42-,43-,44+/m0/s1
• InChI Key: KEBKEYDWZYNHHS-KNQIUGTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₈O₁₇
• Molecular Weight: 869.00 g/mol
• Exact Mass: 868.44565070 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

• 39491-41-3
• 1beta-[2-O-(3-O-beta-D-Glucopyranosyl-alpha-L-rhamnopyranosyl)-alpha-L-arabinopyranosyloxy]spirosta-5,25(27)-diene-3beta-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7345	73.45%
Caco-2	-	0.8861	88.61%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6911	69.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8436	84.36%
OATP1B3 inhibitior	+	0.8909	89.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8143	81.43%
P-glycoprotein inhibitior	+	0.7254	72.54%
P-glycoprotein substrate	+	0.6602	66.02%
CYP3A4 substrate	+	0.7562	75.62%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9027	90.27%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	+	0.7851	78.51%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9153	91.53%
Skin irritation	+	0.5100	51.00%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7024	70.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8292	82.92%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7320	73.20%
skin sensitisation	-	0.9094	90.94%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9218	92.18%
Acute Oral Toxicity (c)	I	0.5214	52.14%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	+	0.7314	73.14%
Thyroid receptor binding	-	0.5732	57.32%
Glucocorticoid receptor binding	+	0.6267	62.67%
Aromatase binding	+	0.7099	70.99%
PPAR gamma	+	0.7485	74.85%
Honey bee toxicity	-	0.5840	58.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9570	95.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.78%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.10%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.71%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.95%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.32%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.24%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.80%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.72%	92.94%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL5028	O14672	ADAM10	84.34%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.15%	94.00%
CHEMBL237	P41145	Kappa opioid receptor	84.01%	98.10%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.78%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.46%	93.04%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.44%	89.05%

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: 13935613
• NPASS: NPC77296
• LOTUS: LTS0200519
• wikiData: Q105139859