12-Hydroxy-3-[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-10,13-dimethyl-17-[6-methyl-3-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one

Details

• Internal ID: 88bb34cc-f5aa-4353-ab37-ae5ab7406a69
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 12-hydroxy-3-[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-10,13-dimethyl-17-[6-methyl-3-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CC(C7(C(C6CC=C5C4)CC(=O)C7C(C)C(=O)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)O)C)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CC(C7(C(C6CC=C5C4)CC(=O)C7C(C)C(=O)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)O)C)CO)O)O)O
• InChI: InChI=1S/C51H82O23/c1-19(18-67-46-40(63)39(62)36(59)30(16-52)71-46)7-10-28(54)20(2)33-29(55)14-27-25-9-8-23-13-24(11-12-50(23,5)26(25)15-32(56)51(27,33)6)70-49-45(74-48-42(65)38(61)35(58)22(4)69-48)43(66)44(31(17-53)72-49)73-47-41(64)37(60)34(57)21(3)68-47/h8,19-22,24-27,30-49,52-53,56-66H,7,9-18H2,1-6H3
• InChI Key: TYACHJWACWHCFD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₃
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.52468886 g/mol
• Topological Polar Surface Area (TPSA): 371.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -2.96
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7521	75.21%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5798	57.98%
BSEP inhibitior	+	0.8154	81.54%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.6874	68.74%
CYP3A4 substrate	+	0.7429	74.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	+	0.6869	68.69%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9028	90.28%
Skin irritation	+	0.5512	55.12%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.8218	82.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7670	76.70%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8644	86.44%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.8579	85.79%
Androgen receptor binding	+	0.7514	75.14%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	+	0.7831	78.31%
Aromatase binding	+	0.6680	66.80%
PPAR gamma	+	0.8230	82.30%
Honey bee toxicity	-	0.6669	66.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9503	95.03%

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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.21%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.49%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.30%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.09%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.91%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.00%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.48%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	88.34%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.88%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.11%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.01%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.64%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.38%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.10%	91.24%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.74%	98.46%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.97%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.79%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.84%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.54%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.16%	94.00%

Plants that contains it

• Clintonia udensis

Cross-Links

• PubChem: 162983701
• LOTUS: LTS0041392
• wikiData: Q105267196