(3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one

Details

• Internal ID: ccafdf6e-d478-49eb-9094-2d57ef3e0cd0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one
• InChI: InChI=1S/C45H70O18/c1-19(18-58-41-38(56)36(54)33(51)29(16-46)61-41)6-9-27(48)20(2)31-28(49)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)60-43-40(37(55)34(52)30(17-47)62-43)63-42-39(57)35(53)32(50)21(3)59-42/h7,19,21,23-26,29-30,32-43,46-47,50-57H,6,8-18H2,1-5H3/b31-20+/t19-,21+,23+,24-,25+,26+,29-,30-,32+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,43-,44+,45+/m1/s1
• InChI Key: BMZJWILIQLATMQ-VHQVREFHSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₁₈
• Molecular Weight: 899.00 g/mol
• Exact Mass: 898.45621538 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7135	71.35%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.7884	78.84%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.7602	76.02%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.6074	60.74%
CYP3A4 substrate	+	0.7362	73.62%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6173	61.73%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6009	60.09%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9088	90.88%
Skin irritation	+	0.4910	49.10%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.8854	88.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7866	78.66%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7872	78.72%
Acute Oral Toxicity (c)	III	0.5730	57.30%
Estrogen receptor binding	+	0.8382	83.82%
Androgen receptor binding	+	0.7510	75.10%
Thyroid receptor binding	+	0.5397	53.97%
Glucocorticoid receptor binding	+	0.7208	72.08%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	+	0.7773	77.73%
Honey bee toxicity	-	0.6512	65.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9668	96.68%

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	99.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.29%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.88%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.26%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.78%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.43%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.47%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	88.96%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.76%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.53%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.60%	94.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.57%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.21%	99.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.15%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.10%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	84.82%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.52%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.26%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.54%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.28%	96.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.30%	92.78%
CHEMBL340	P08684	Cytochrome P450 3A4	80.54%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.14%	90.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.07%	96.90%

Plants that contains it

• Trillium erectum

Cross-Links

• PubChem: 102403269
• LOTUS: LTS0211218
• wikiData: Q104938662