[(1R,3S,5S,8R,9S,10S,13R,14S,17R)-1,5,14-trihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 9f7890fc-257e-4b8c-b2a9-5f32248bbd8b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: [(1R,3S,5S,8R,9S,10S,13R,14S,17R)-1,5,14-trihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(C2(C3CCC4(C(CCC4(C3CCC2(C1)O)O)C5=COC(=O)C=C5)C)C)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@H]([C@@]2([C@H]3CC[C@@]4([C@H](CC[C@@]4([C@@H]3CC[C@@]2(C1)O)O)C5=COC(=O)C=C5)C)C)O
• InChI: InChI=1S/C26H36O7/c1-15(27)33-17-12-21(28)24(3)19-6-9-23(2)18(16-4-5-22(29)32-14-16)8-11-26(23,31)20(19)7-10-25(24,30)13-17/h4-5,14,17-21,28,30-31H,6-13H2,1-3H3/t17-,18+,19-,20+,21+,23+,24-,25-,26-/m0/s1
• InChI Key: UVDOOTXXKWLRMZ-LYKPKXNDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₇
• Molecular Weight: 460.60 g/mol
• Exact Mass: 460.24610348 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9521	95.21%
Caco-2	-	0.7248	72.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7557	75.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.8555	85.55%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8858	88.58%
BSEP inhibitior	+	0.8055	80.55%
P-glycoprotein inhibitior	-	0.5343	53.43%
P-glycoprotein substrate	-	0.6706	67.06%
CYP3A4 substrate	+	0.7185	71.85%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.6176	61.76%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.9016	90.16%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.6886	68.86%
CYP2C8 inhibition	+	0.4513	45.13%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.6143	61.43%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5676	56.76%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6859	68.59%
Acute Oral Toxicity (c)	I	0.4853	48.53%
Estrogen receptor binding	+	0.8737	87.37%
Androgen receptor binding	+	0.7586	75.86%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7620	76.20%
Aromatase binding	+	0.7229	72.29%
PPAR gamma	+	0.6755	67.55%
Honey bee toxicity	-	0.8243	82.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.83%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.34%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.60%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.43%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.37%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.65%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.86%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.70%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.81%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.17%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.01%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.83%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.40%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.58%	97.28%

Plants that contains it

• Fritillaria pallidiflora
• Kalanchoe daigremontiana
• Koelreuteria paniculata

Cross-Links

• PubChem: 21768175
• NPASS: NPC73723
• LOTUS: LTS0176426
• wikiData: Q105279771