(2S,8S,9R,10S,13S,14S)-2-hydroxy-4,4,9,13,14-pentamethyl-1,2,7,8,10,12,15,17-octahydrocyclopenta[a]phenanthrene-3,11,16-trione

Details

• Internal ID: 40346026-5246-4984-a1ac-4fb4f97182ab
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: (2S,8S,9R,10S,13S,14S)-2-hydroxy-4,4,9,13,14-pentamethyl-1,2,7,8,10,12,15,17-octahydrocyclopenta[a]phenanthrene-3,11,16-trione
• SMILES (Canonical): CC1(C2=CCC3C4(CC(=O)CC4(CC(=O)C3(C2CC(C1=O)O)C)C)C)C
• SMILES (Isomeric): C[C@@]12CC(=O)C[C@]1([C@@H]3CC=C4[C@@H]([C@@]3(C(=O)C2)C)C[C@@H](C(=O)C4(C)C)O)C
• InChI: InChI=1S/C22H30O4/c1-19(2)13-6-7-16-21(4)10-12(23)9-20(21,3)11-17(25)22(16,5)14(13)8-15(24)18(19)26/h6,14-16,24H,7-11H2,1-5H3/t14-,15-,16-,20-,21-,22-/m0/s1
• InChI Key: IFGHJNUABITDAU-WTBWUFSISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7307	73.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8011	80.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6375	63.75%
P-glycoprotein inhibitior	-	0.7699	76.99%
P-glycoprotein substrate	-	0.8201	82.01%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7781	77.81%
CYP3A4 inhibition	-	0.7056	70.56%
CYP2C9 inhibition	-	0.9153	91.53%
CYP2C19 inhibition	-	0.9285	92.85%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9506	95.06%
CYP2C8 inhibition	-	0.7692	76.92%
CYP inhibitory promiscuity	-	0.9316	93.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9551	95.51%
Skin irritation	+	0.6103	61.03%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6844	68.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.7928	79.28%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5278	52.78%
skin sensitisation	-	0.5800	58.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5460	54.60%
Acute Oral Toxicity (c)	III	0.4448	44.48%
Estrogen receptor binding	+	0.6720	67.20%
Androgen receptor binding	+	0.6548	65.48%
Thyroid receptor binding	+	0.8497	84.97%
Glucocorticoid receptor binding	+	0.7928	79.28%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	-	0.5491	54.91%
Honey bee toxicity	-	0.8773	87.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	92.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.01%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.23%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.91%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	84.74%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.38%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.87%	90.00%

Plants that contains it

• Hemsleya endecaphylla

Cross-Links

• PubChem: 101863831
• LOTUS: LTS0198151
• wikiData: Q105112135