Collettiside I

Details

• Internal ID: 968938b8-9a58-432a-96f6-9ab084efa0eb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-(hydroxymethyl)-6-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3
• InChI Key: WXMARHKAXWRNDM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₈
• Molecular Weight: 576.80 g/mol
• Exact Mass: 576.36621861 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• Melongoside B
• Funkioside A
• diosgenin 3-O-beta-D-glucopyranoside
• Alliumoside A?
• Disogluside, INN
• DTXSID90864471
• Spirost-5-en-3-yl hexopyranoside
• WA 185

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8459	84.59%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.5805	58.05%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6439	64.39%
P-glycoprotein inhibitior	+	0.6393	63.93%
P-glycoprotein substrate	-	0.5901	59.01%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7024	70.24%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9319	93.19%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.9770	97.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7732	77.32%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6900	69.00%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.6851	68.51%
Androgen receptor binding	+	0.6970	69.70%
Thyroid receptor binding	-	0.5941	59.41%
Glucocorticoid receptor binding	+	0.5602	56.02%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	+	0.5658	56.58%
Honey bee toxicity	-	0.6133	61.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9442	94.42%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5880	P60568	Interleukin-2	0.0289 nM	Kd	via Super-PRED

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	97.44%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.99%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.63%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.26%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.76%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.51%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.81%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.48%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.38%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	86.26%	98.10%
CHEMBL5255	O00206	Toll-like receptor 4	85.90%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.63%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.60%	94.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.02%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.63%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.19%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.35%	93.56%

Plants that contains it

• Allium rotundum
• Borassus flabellifer
• Dioscorea composita
• Dioscorea floribunda
• Dioscorea olfersiana
• Dioscorea panthaica
• Gynura japonica
• Lilium regale
• Lotus corniculatus
• Paris polyphylla
• Solanum incanum
• Solanum melongena

Cross-Links

• PubChem: 12314556
• LOTUS: LTS0027414
• wikiData: Q105314746