3-[(3R,5R,8R,9S,10S,13R,14S)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

• Internal ID: 44ba2254-a300-4db4-b545-b0df4109c6f7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[(3R,5R,8R,9S,10S,13R,14S)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC12CCC(CC1CCC3C2CCC4(C3(CC=C4C5=CC(=O)OC5)O)C)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC=C4C5=CC(=O)OC5)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C29H42O9/c1-27-8-5-17(37-26-25(34)24(33)23(32)21(13-30)38-26)12-16(27)3-4-20-19(27)6-9-28(2)18(7-10-29(20,28)35)15-11-22(31)36-14-15/h7,11,16-17,19-21,23-26,30,32-35H,3-6,8-10,12-14H2,1-2H3/t16-,17-,19+,20-,21-,23-,24+,25-,26-,27+,28-,29+/m1/s1
• InChI Key: ZQVQPOOYNJQKPO-SGRBDONYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₉
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.28288291 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8248	82.48%
Caco-2	-	0.8496	84.96%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8382	83.82%
OATP2B1 inhibitior	-	0.5919	59.19%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5861	58.61%
P-glycoprotein inhibitior	-	0.5096	50.96%
P-glycoprotein substrate	+	0.5448	54.48%
CYP3A4 substrate	+	0.7209	72.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9010	90.10%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.9242	92.42%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.5814	58.14%
CYP inhibitory promiscuity	-	0.9179	91.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9456	94.56%
Skin irritation	-	0.5648	56.48%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6724	67.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8336	83.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9189	91.89%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5571	55.71%
Acute Oral Toxicity (c)	I	0.8357	83.57%
Estrogen receptor binding	+	0.7574	75.74%
Androgen receptor binding	+	0.7925	79.25%
Thyroid receptor binding	-	0.5946	59.46%
Glucocorticoid receptor binding	+	0.6348	63.48%
Aromatase binding	+	0.7073	70.73%
PPAR gamma	-	0.4859	48.59%
Honey bee toxicity	-	0.6368	63.68%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9498	94.98%

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	98.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.73%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.64%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.52%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.44%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.12%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.43%	96.21%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.13%	94.23%
CHEMBL2581	P07339	Cathepsin D	88.10%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.98%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.72%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.16%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.74%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	84.27%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	83.67%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.81%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.33%	89.00%

Plants that contains it

• Anodendron affine

Cross-Links

• PubChem: 162874869
• LOTUS: LTS0099796
• wikiData: Q105381782