[6-[6-[6-[[(3S,8S,10R,11S,12S,13S,14R,17R)-17-acetyl-11,12-diacetyloxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2,6-dimethyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-5-acetyloxy-4-methoxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: b51b9907-24cd-40ef-968a-37518e490e29
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [6-[6-[6-[[(3S,8S,10R,11S,12S,13S,14R,17R)-17-acetyl-11,12-diacetyloxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2,6-dimethyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-5-acetyloxy-4-methoxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)(C)OC3CCC4(C5C(C(C6(C(CCC6(C5(CC=C4C3)O)O)C(=O)C)C)OC(=O)C)OC(=O)C)C)C)OC)OC7C(C(C(C(O7)C)OC(=O)C)OC)OC(=O)C
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2OC)(C)O[C@H]3CC[C@@]4(C5[C@@H]([C@H]([C@@]6([C@@H](CC[C@@]6([C@@]5(CC=C4C3)O)O)C(=O)C)C)OC(=O)C)OC(=O)C)C)C)OC)OC7C(C(C(C(O7)C)OC(=O)C)OC)OC(=O)C
• InChI: InChI=1S/C51H78O20/c1-24(52)34-17-20-51(58)49(34,11)45(67-31(8)56)43(66-30(7)55)44-47(9)18-16-33(21-32(47)15-19-50(44,51)57)71-48(10)23-36(60-13)39(27(4)70-48)68-37-22-35(59-12)38(25(2)62-37)69-46-42(65-29(6)54)41(61-14)40(26(3)63-46)64-28(5)53/h15,25-27,33-46,57-58H,16-23H2,1-14H3/t25?,26?,27?,33-,34-,35?,36?,37?,38?,39?,40?,41?,42?,43-,44?,45+,46?,47-,48?,49-,50-,51+/m0/s1
• InChI Key: JDYLZWNJKHZKFU-POIURNNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₈O₂₀
• Molecular Weight: 1011.20 g/mol
• Exact Mass: 1010.50864487 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9438	94.38%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9834	98.34%
P-glycoprotein inhibitior	+	0.7537	75.37%
P-glycoprotein substrate	+	0.7400	74.00%
CYP3A4 substrate	+	0.7436	74.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.8475	84.75%
CYP2C9 inhibition	-	0.8992	89.92%
CYP2C19 inhibition	-	0.9149	91.49%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8122	81.22%
CYP2C8 inhibition	+	0.7027	70.27%
CYP inhibitory promiscuity	-	0.9785	97.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5114	51.14%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9004	90.04%
Skin irritation	+	0.5778	57.78%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7195	71.95%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7151	71.51%
Acute Oral Toxicity (c)	I	0.3498	34.98%
Estrogen receptor binding	+	0.7599	75.99%
Androgen receptor binding	+	0.7616	76.16%
Thyroid receptor binding	+	0.5910	59.10%
Glucocorticoid receptor binding	+	0.7822	78.22%
Aromatase binding	+	0.6548	65.48%
PPAR gamma	+	0.7948	79.48%
Honey bee toxicity	-	0.6226	62.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6683	66.83%
Fish aquatic toxicity	+	0.9671	96.71%

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	99.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	94.68%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.18%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.54%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.21%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.64%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.24%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.87%	94.42%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.75%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.54%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.47%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.02%	99.23%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.83%	98.99%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.83%	100.00%
CHEMBL5028	O14672	ADAM10	83.30%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.10%	97.79%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.78%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.39%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.38%	92.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.22%	83.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.85%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.72%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.37%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.06%	95.89%

Plants that contains it

• Ceropegia variegata

Cross-Links

• PubChem: 162817550
• LOTUS: LTS0231307
• wikiData: Q105125864