2-[[3-Hydroxy-5-(10-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxolan-3-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 21b130cf-d018-41ad-bd2b-30734a63e028
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[[3-hydroxy-5-(10-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxolan-3-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(CC5C4CC=C6C5(CCC(C6)OC7C(C(CO7)(COC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(C(CC5C4CC=C6C5(CCC(C6)OC7C(C(CO7)(COC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C44H70O16/c1-19-9-12-44(55-16-19)20(2)30-28(60-44)14-27-25-8-7-23-13-24(10-11-41(23,5)26(25)15-29(45)42(27,30)6)58-40-37(59-39-36(51)34(49)32(47)22(4)57-39)43(52,18-54-40)17-53-38-35(50)33(48)31(46)21(3)56-38/h7,19-22,24-40,45-52H,8-18H2,1-6H3
• InChI Key: RWDHONNKYUKKQA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₆
• Molecular Weight: 855.00 g/mol
• Exact Mass: 854.46638614 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7636	76.36%
Caco-2	-	0.8862	88.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7087	70.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9166	91.66%
P-glycoprotein inhibitior	+	0.7337	73.37%
P-glycoprotein substrate	+	0.7073	70.73%
CYP3A4 substrate	+	0.7372	73.72%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.9331	93.31%
CYP2C9 inhibition	-	0.9292	92.92%
CYP2C19 inhibition	-	0.9186	91.86%
CYP2D6 inhibition	-	0.9213	92.13%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	+	0.8230	82.30%
CYP inhibitory promiscuity	-	0.9121	91.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4604	46.04%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9136	91.36%
Skin irritation	+	0.5329	53.29%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.7388	73.88%
Human Ether-a-go-go-Related Gene inhibition	+	0.7975	79.75%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8551	85.51%
skin sensitisation	-	0.9043	90.43%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6764	67.64%
Acute Oral Toxicity (c)	I	0.5700	57.00%
Estrogen receptor binding	+	0.8422	84.22%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	+	0.6429	64.29%
Aromatase binding	+	0.6855	68.55%
PPAR gamma	+	0.7643	76.43%
Honey bee toxicity	-	0.6200	62.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9452	94.52%

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	97.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.92%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.04%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.13%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.23%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.77%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.60%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.24%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.04%	92.94%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.42%	98.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.46%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.15%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.70%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.38%	91.07%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.28%	97.53%
CHEMBL2581	P07339	Cathepsin D	83.62%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	83.60%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	83.58%	90.17%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.22%	94.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.95%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.91%	94.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.95%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	81.94%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.57%	95.89%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.31%	97.36%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.21%	97.28%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.03%	91.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.56%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.30%	94.00%

Plants that contains it

• Atropa belladonna
• Brugmansia arborea
• Convolvulus arvensis
• Cyphanthera myosotidea
• Cyphanthera odgersii
• Datura innoxia
• Datura stramonium
• Duboisia myoporoides
• Erythroxylum dekindtii
• Erythroxylum fimbriatum
• Erythroxylum monogynum
• Erythroxylum zambesiacum
• Hyoscyamus albus
• Hyoscyamus pusillus
• Physalis peruviana
• Physochlaina alaica
• Schizanthus grahamii
• Schizanthus hookeri
• Schizanthus pinnatus
• Withania somnifera

Cross-Links

• PubChem: 75034135
• LOTUS: LTS0049945
• wikiData: Q104250235