beta-Anhydroepidigitoxigenin

Details

• Internal ID: 1166b01e-40c7-4380-b044-fcc00843ee2f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 3-[(3S,5S,8R,9S,10S,13R,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC12CCC(CC1CCC3C2CCC4(C3=CCC4C5=CC(=O)OC5)C)O
• SMILES (Isomeric): C[C@]12CC[C@@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4(C3=CC[C@@H]4C5=CC(=O)OC5)C)O
• InChI: InChI=1S/C23H32O3/c1-22-9-7-16(24)12-15(22)3-4-17-19-6-5-18(14-11-21(25)26-13-14)23(19,2)10-8-20(17)22/h6,11,15-18,20,24H,3-5,7-10,12-13H2,1-2H3/t15-,16-,17-,18+,20-,22-,23+/m0/s1
• InChI Key: FXWZKNUSMJAEKJ-LZELGGJRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₃
• Molecular Weight: 356.50 g/mol
• Exact Mass: 356.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• ??-Anhydrouzarigenin
• SCHEMBL21578273
• AKOS040762530
• 3-[(3S,5S,8R,9S,10S,13R,17S)-3-Hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6137	61.37%
Blood Brain Barrier	-	0.6145	61.45%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8658	86.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9827	98.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5201	52.01%
BSEP inhibitior	+	0.9530	95.30%
P-glycoprotein inhibitior	-	0.6952	69.52%
P-glycoprotein substrate	+	0.6056	60.56%
CYP3A4 substrate	+	0.6864	68.64%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.7292	72.92%
CYP2C9 inhibition	-	0.8902	89.02%
CYP2C19 inhibition	-	0.7992	79.92%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.8653	86.53%
CYP2C8 inhibition	-	0.7503	75.03%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4984	49.84%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.5367	53.67%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7096	70.96%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4880	48.80%
Acute Oral Toxicity (c)	IV	0.4425	44.25%
Estrogen receptor binding	+	0.9032	90.32%
Androgen receptor binding	+	0.7846	78.46%
Thyroid receptor binding	+	0.6337	63.37%
Glucocorticoid receptor binding	+	0.8997	89.97%
Aromatase binding	+	0.7375	73.75%
PPAR gamma	-	0.6138	61.38%
Honey bee toxicity	-	0.7863	78.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9912	99.12%

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	95.73%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.54%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.47%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.43%	97.25%
CHEMBL1871	P10275	Androgen Receptor	87.21%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.69%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.16%	90.71%

Plants that contains it

• Aconitum brevicalcaratum
• Ammodendron conollyi
• Calotropis procera
• Cirsium dipsacolepis
• Cocculus diversifolius
• Crinum kirkii
• Cytisus scoparius
• Heliomeris longifolia var. annua
• Hypericum triquetrifolium
• Isodon japonicus
• Knightia deplanchei
• Mallotus rhamnifolius
• Malva sylvestris
• Mesembryanthemum emarcidum
• Nerium oleander
• Plantago lanceolata
• Ptilidium ciliare
• Scutellaria seleriana
• Solanum pimpinellifolium
• Teucrium pestalozzae
• Trichotosia subsessilis
• Trifolium apertum
• Tripodanthus acutifolius
• Veronica pectinata

Cross-Links

• PubChem: 10784500
• NPASS: NPC29904
• LOTUS: LTS0049118
• wikiData: Q105004336