12-hydroxy-17-(2-hydroxy-6-methyl-5-methylideneheptan-2-yl)-8,10,14-trimethyl-2,4,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one

Details

• Internal ID: 7f8ce5cd-f874-46f3-8059-6c6ff9ab7e0d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 12-hydroxy-17-(2-hydroxy-6-methyl-5-methylideneheptan-2-yl)-8,10,14-trimethyl-2,4,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC(C)C(=C)CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(=O)C4)C)C)O)C)O
• SMILES (Isomeric): CC(C)C(=C)CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(=O)C4)C)C)O)C)O
• InChI: InChI=1S/C29H48O3/c1-18(2)19(3)8-15-29(7,32)22-11-14-28(6)25(22)23(31)17-24-26(4)12-10-21(30)16-20(26)9-13-27(24,28)5/h18,20,22-25,31-32H,3,8-17H2,1-2,4-7H3
• InChI Key: DGZFYYWNLNMHDT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₃
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	-	0.5882	58.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7394	73.94%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.8455	84.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8132	81.32%
P-glycoprotein inhibitior	-	0.6031	60.31%
P-glycoprotein substrate	-	0.6222	62.22%
CYP3A4 substrate	+	0.6576	65.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8029	80.29%
CYP3A4 inhibition	-	0.7283	72.83%
CYP2C9 inhibition	-	0.8941	89.41%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.9457	94.57%
CYP2C8 inhibition	-	0.6333	63.33%
CYP inhibitory promiscuity	-	0.7041	70.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6333	63.33%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9090	90.90%
Skin irritation	+	0.6071	60.71%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6079	60.79%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	+	0.4795	47.95%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7028	70.28%
Acute Oral Toxicity (c)	I	0.4905	49.05%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.7210	72.10%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	+	0.8209	82.09%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	+	0.6289	62.89%
Honey bee toxicity	-	0.6966	69.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.47%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.19%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.10%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.75%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.80%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.78%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.45%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.78%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.37%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.31%	97.14%
CHEMBL1871	P10275	Androgen Receptor	82.83%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.54%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.62%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.64%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.23%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.23%	100.00%

Plants that contains it

• Alnus serrulatoides

Cross-Links

• PubChem: 163037728
• LOTUS: LTS0007813
• wikiData: Q104979667