(2S,4aS,4bR,6aR,8S,10aS,10bR)-8-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a,4b,7,7,10a-pentamethyl-2-[(3R)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylic acid

Details

• Internal ID: eeefacbe-deb2-44d9-8bc4-cedceb238b18
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: (2S,4aS,4bR,6aR,8S,10aS,10bR)-8-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a,4b,7,7,10a-pentamethyl-2-[(3R)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylic acid
• SMILES (Canonical): CC(CCC1(CCC2(C(=C1)C=CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C)C(=O)O)C(=O)C
• SMILES (Isomeric): C[C@H](CC[C@@]1(CC[C@@]2(C(=C1)C=C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)C)C(=O)O)C(=O)C
• InChI: InChI=1S/C41H64O13/c1-21(22(2)43)10-15-41(36(49)50)17-16-39(6)23(18-41)8-9-27-38(5)13-12-28(37(3,4)26(38)11-14-40(27,39)7)53-34-32(48)33(24(44)20-51-34)54-35-31(47)30(46)29(45)25(19-42)52-35/h8-9,18,21,24-35,42,44-48H,10-17,19-20H2,1-7H3,(H,49,50)/t21-,24+,25-,26+,27-,28+,29-,30+,31-,32-,33+,34+,35+,38+,39-,40-,41+/m1/s1
• InChI Key: VSBDIJXQSPDVKD-PFCKPJQUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₃
• Molecular Weight: 764.90 g/mol
• Exact Mass: 764.43469209 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7639	76.39%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.7954	79.54%
P-glycoprotein inhibitior	+	0.7609	76.09%
P-glycoprotein substrate	+	0.5544	55.44%
CYP3A4 substrate	+	0.7352	73.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.5824	58.24%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7836	78.36%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8351	83.51%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	-	0.5798	57.98%
Glucocorticoid receptor binding	+	0.6893	68.93%
Aromatase binding	+	0.6318	63.18%
PPAR gamma	+	0.7294	72.94%
Honey bee toxicity	-	0.6714	67.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.23%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.15%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.16%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	90.23%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.32%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.32%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.01%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	83.54%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL5028	O14672	ADAM10	83.18%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.81%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.57%	90.08%
CHEMBL5255	O00206	Toll-like receptor 4	82.29%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.88%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.73%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.62%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.55%	93.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.21%	89.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.06%	90.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.60%	92.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%

Plants that contains it

• Ilex crenata

Cross-Links

• PubChem: 21636629
• LOTUS: LTS0110456
• wikiData: Q105292100