Methyl 3,5-dihydroxy-6-[[16-hydroxy-10,13-dimethyl-17-(6-methyl-5-methylidene-4-oxoheptan-2-yl)-15-oxo-1,2,3,4,5,6,7,11,12,14-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylate

Details

• Internal ID: 3e58f183-c075-4c16-9484-5f371e4e34d0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
• IUPAC Name: methyl 3,5-dihydroxy-6-[[16-hydroxy-10,13-dimethyl-17-(6-methyl-5-methylidene-4-oxoheptan-2-yl)-15-oxo-1,2,3,4,5,6,7,11,12,14-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylate
• SMILES (Canonical): CC(C)C(=C)C(=O)CC(C)C1=C(C(=O)C2C1(CCC3=C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)C(=O)OC)O)OC6C(C(C(CO6)O)O)O)O)C)C)O
• SMILES (Isomeric): CC(C)C(=C)C(=O)CC(C)C1=C(C(=O)C2C1(CCC3=C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)C(=O)OC)O)OC6C(C(C(CO6)O)O)O)O)C)C)O
• InChI: InChI=1S/C40H58O14/c1-17(2)19(4)24(41)14-18(3)26-29(44)30(45)27-22-9-8-20-15-21(10-12-39(20,5)23(22)11-13-40(26,27)6)52-38-33(48)34(32(47)35(54-38)36(49)50-7)53-37-31(46)28(43)25(42)16-51-37/h17-18,20-21,25,27-28,31-35,37-38,42-44,46-48H,4,8-16H2,1-3,5-7H3
• InChI Key: OSSZCSYISLNNSL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈O₁₄
• Molecular Weight: 762.90 g/mol
• Exact Mass: 762.38265652 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8719	87.19%
Caco-2	-	0.8707	87.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8349	83.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8208	82.08%
OATP1B3 inhibitior	+	0.8590	85.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7282	72.82%
BSEP inhibitior	+	0.7805	78.05%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6486	64.86%
CYP3A4 substrate	+	0.7378	73.78%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8944	89.44%
CYP3A4 inhibition	-	0.7945	79.45%
CYP2C9 inhibition	-	0.7927	79.27%
CYP2C19 inhibition	-	0.8921	89.21%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.6808	68.08%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6173	61.73%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9123	91.23%
Skin irritation	+	0.5139	51.39%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3617	36.17%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.8893	88.93%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5903	59.03%
Acute Oral Toxicity (c)	III	0.4849	48.49%
Estrogen receptor binding	+	0.8569	85.69%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	-	0.5845	58.45%
Glucocorticoid receptor binding	+	0.7069	70.69%
Aromatase binding	+	0.7036	70.36%
PPAR gamma	+	0.7475	74.75%
Honey bee toxicity	-	0.6666	66.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	99.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.00%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	96.66%	95.71%
CHEMBL4040	P28482	MAP kinase ERK2	95.81%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.01%	91.49%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.85%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.71%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	93.51%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.62%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	91.98%	91.19%
CHEMBL2581	P07339	Cathepsin D	91.85%	98.95%
CHEMBL1871	P10275	Androgen Receptor	89.68%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	88.87%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.83%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.26%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.24%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.98%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.97%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.92%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.61%	92.88%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.11%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.98%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.85%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.64%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.57%	92.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.83%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.54%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.06%	95.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.60%	96.90%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.35%	97.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.18%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75254204
• LOTUS: LTS0022936
• wikiData: Q105199314