(5R)-5-hydroxy-5-(hydroxymethyl)-3-[(5R,9R,10R,13S,14S,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]furan-2-one

Details

• Internal ID: b99c23aa-fbd7-4142-a8e1-3b8394d421fc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: (5R)-5-hydroxy-5-(hydroxymethyl)-3-[(5R,9R,10R,13S,14S,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]furan-2-one
• InChI: InChI=1S/C27H38O5/c1-23(2)20-7-6-19-18(24(20,3)11-10-21(23)29)9-13-25(4)17(8-12-26(19,25)5)16-14-27(31,15-28)32-22(16)30/h6,14,17-18,20,28,31H,7-13,15H2,1-5H3/t17-,18-,20-,24+,25-,26+,27+/m0/s1
• InChI Key: DKUCZRZGAXYSEA-QEGAZGIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₅
• Molecular Weight: 442.60 g/mol
• Exact Mass: 442.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	-	0.5550	55.50%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8507	85.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7792	77.92%
BSEP inhibitior	+	0.8435	84.35%
P-glycoprotein inhibitior	-	0.4876	48.76%
P-glycoprotein substrate	-	0.7265	72.65%
CYP3A4 substrate	+	0.6540	65.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.5838	58.38%
CYP2C9 inhibition	-	0.8155	81.55%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	+	0.5625	56.25%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4913	49.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9426	94.26%
Skin irritation	+	0.5793	57.93%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3938	39.38%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7223	72.23%
skin sensitisation	-	0.8909	89.09%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4796	47.96%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	+	0.7800	78.00%
Glucocorticoid receptor binding	+	0.8533	85.33%
Aromatase binding	+	0.7981	79.81%
PPAR gamma	+	0.6421	64.21%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	98.00%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.20%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.46%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.23%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.46%	95.89%

Plants that contains it

• Goniocheton lenticellatus

Cross-Links

• PubChem: 163061500
• LOTUS: LTS0225566
• wikiData: Q104983771