(8R,9R,10R,11S,14R,15R)-6,11,15-trihydroxy-4,4,8,10,14-pentamethyl-17-(5-oxo-2H-furan-4-yl)-11,12,15,16-tetrahydro-9H-cyclopenta[a]phenanthrene-3,7-dione

Details

• Internal ID: 1ce34427-4b9a-490a-bb24-269c10e24dd5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (8R,9R,10R,11S,14R,15R)-6,11,15-trihydroxy-4,4,8,10,14-pentamethyl-17-(5-oxo-2H-furan-4-yl)-11,12,15,16-tetrahydro-9H-cyclopenta[a]phenanthrene-3,7-dione
• InChI: InChI=1S/C26H30O7/c1-23(2)16(28)6-8-24(3)19-15(27)11-14-13(12-7-9-33-22(12)32)10-17(29)25(14,4)26(19,5)21(31)18(30)20(23)24/h6-8,15,17,19,27,29-30H,9-11H2,1-5H3/t15-,17+,19+,24+,25-,26-/m0/s1
• InChI Key: IIIQQUHRMLTCEQ-LDYICEDWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₇
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.19915329 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.5904	59.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8804	88.04%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.7939	79.39%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7366	73.66%
P-glycoprotein inhibitior	-	0.4793	47.93%
P-glycoprotein substrate	+	0.5051	50.51%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.8100	81.00%
CYP2C9 inhibition	-	0.8462	84.62%
CYP2C19 inhibition	-	0.8893	88.93%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	-	0.6006	60.06%
CYP inhibitory promiscuity	-	0.8474	84.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4208	42.08%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9226	92.26%
Skin irritation	-	0.5189	51.89%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4415	44.15%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6389	63.89%
skin sensitisation	-	0.8218	82.18%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7616	76.16%
Acute Oral Toxicity (c)	III	0.5620	56.20%
Estrogen receptor binding	+	0.7052	70.52%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	+	0.5293	52.93%
Glucocorticoid receptor binding	+	0.7507	75.07%
Aromatase binding	+	0.6639	66.39%
PPAR gamma	+	0.5589	55.89%
Honey bee toxicity	-	0.8227	82.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	99.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.57%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.28%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.93%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.59%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.29%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.20%	94.73%

Plants that contains it

• Walsura robusta

Cross-Links

• PubChem: 16724461
• LOTUS: LTS0060035
• wikiData: Q105113536