[6-[2-[(17-Acetyl-14,15-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: c40ae39b-a7dd-4135-ac9f-821eaafa73e4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [6-[2-[(17-acetyl-14,15-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)C1CC(C2(C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)O)O)O)C)C)O)O
• SMILES (Isomeric): CC(=O)C1CC(C2(C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)O)O)O)C)C)O)O
• InChI: InChI=1S/C44H62O18/c1-20(46)26-17-31(47)44(55)25-8-7-22-16-23(10-12-42(22,2)24(25)11-13-43(26,44)3)59-41-39(37(53)34(50)29(18-45)60-41)62-40-38(54)36(52)35(51)30(61-40)19-58-32(48)9-6-21-14-27(56-4)33(49)28(15-21)57-5/h6-7,9,14-15,23-26,29-31,34-41,45,47,49-55H,8,10-13,16-19H2,1-5H3
• InChI Key: SDTRDZCVVFORLC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₂O₁₈
• Molecular Weight: 879.00 g/mol
• Exact Mass: 878.39361512 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8644	86.44%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7392	73.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8068	80.68%
OATP1B3 inhibitior	+	0.8774	87.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8411	84.11%
P-glycoprotein inhibitior	+	0.7330	73.30%
P-glycoprotein substrate	+	0.6248	62.48%
CYP3A4 substrate	+	0.7467	74.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.8596	85.96%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.8762	87.62%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.7921	79.21%
CYP2C8 inhibition	+	0.8248	82.48%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6019	60.19%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.6572	65.72%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7086	70.86%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7175	71.75%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8750	87.50%
Acute Oral Toxicity (c)	I	0.4890	48.90%
Estrogen receptor binding	+	0.8261	82.61%
Androgen receptor binding	+	0.7601	76.01%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.7156	71.56%
Aromatase binding	+	0.5911	59.11%
PPAR gamma	+	0.7736	77.36%
Honey bee toxicity	-	0.6453	64.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9775	97.75%

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	99.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.15%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.27%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.98%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	94.41%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.27%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.09%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.92%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.94%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	90.66%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.99%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.50%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.05%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.91%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	88.06%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	86.26%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.88%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.94%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.14%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.13%	99.17%
CHEMBL5028	O14672	ADAM10	83.09%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.43%	91.07%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.67%	93.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.16%	94.00%

Plants that contains it

• Vincetoxicum amplexicaule
• Vincetoxicum forrestii

Cross-Links

• PubChem: 73981607
• LOTUS: LTS0031952
• wikiData: Q105250832