3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-10,13-dimethyl-17-[1-[5-methyl-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]ethyl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

Details

• Internal ID: dbb6ca7b-1e9f-44f9-a454-3175de998f51
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-10,13-dimethyl-17-[1-[5-methyl-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]ethyl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1CCC(OC1OC2C(C(C(C(O2)C)O)O)O)C(C)C3CCC4C3(CCC5C4CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C
• SMILES (Isomeric): CC1CCC(OC1OC2C(C(C(C(O2)C)O)O)O)C(C)C3CCC4C3(CCC5C4CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C
• InChI: InChI=1S/C45H74O17/c1-18-7-10-29(59-40(18)62-42-38(55)35(52)32(49)21(4)57-42)19(2)24-8-9-25-23-16-28(47)27-15-22(11-13-45(27,6)26(23)12-14-44(24,25)5)58-43-39(36(53)33(50)30(17-46)60-43)61-41-37(54)34(51)31(48)20(3)56-41/h18-27,29-43,46,48-55H,7-17H2,1-6H3
• InChI Key: QZOALWMSYRBZSA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₇
• Molecular Weight: 887.10 g/mol
• Exact Mass: 886.49260089 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4713	47.13%
Caco-2	-	0.8870	88.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7812	78.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8334	83.34%
OATP1B3 inhibitior	+	0.8916	89.16%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8735	87.35%
P-glycoprotein inhibitior	+	0.7337	73.37%
P-glycoprotein substrate	+	0.5189	51.89%
CYP3A4 substrate	+	0.7461	74.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.9140	91.40%
CYP2C19 inhibition	-	0.9284	92.84%
CYP2D6 inhibition	-	0.9667	96.67%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	+	0.5759	57.59%
CYP inhibitory promiscuity	-	0.9526	95.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7188	71.88%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.6363	63.63%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.8202	82.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.7333	73.33%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6697	66.97%
skin sensitisation	-	0.9488	94.88%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8541	85.41%
Acute Oral Toxicity (c)	I	0.4827	48.27%
Estrogen receptor binding	+	0.8231	82.31%
Androgen receptor binding	+	0.7387	73.87%
Thyroid receptor binding	-	0.5855	58.55%
Glucocorticoid receptor binding	+	0.6342	63.42%
Aromatase binding	+	0.6333	63.33%
PPAR gamma	+	0.7238	72.38%
Honey bee toxicity	-	0.6412	64.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5631	56.31%
Fish aquatic toxicity	+	0.8750	87.50%

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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.04%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.06%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.72%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.15%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.08%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	90.20%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.78%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.69%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.57%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.62%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.25%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.85%	97.36%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.49%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.02%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	84.66%	94.75%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.14%	98.46%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.78%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.75%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.73%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	82.73%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.24%	94.00%
CHEMBL3837	P07711	Cathepsin L	81.49%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.72%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.52%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	80.41%	98.03%

Plants that contains it

• Polypodium vulgare

Cross-Links

• PubChem: 4483044
• LOTUS: LTS0034999
• wikiData: Q105232198