[(1S,2S,3R,5S,10S,13R,14R,17S)-1,3-dihydroxy-17-[(1S)-1-hydroxyethyl]-4,4,10,13,14-pentamethyl-15-oxo-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-2-yl] 3-methylbutanoate

Details

• Internal ID: 5288174b-b553-4e9b-8d1e-82be6754dec7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(1S,2S,3R,5S,10S,13R,14R,17S)-1,3-dihydroxy-17-[(1S)-1-hydroxyethyl]-4,4,10,13,14-pentamethyl-15-oxo-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-2-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C(C(C2CCC3=C(C2(C1O)C)CCC4(C3(C(=O)CC4C(C)O)C)C)(C)C)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC(=O)[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3([C@@H]([C@H]([C@@H](C4(C)C)O)OC(=O)CC(C)C)O)C)C)C)O
• InChI: InChI=1S/C29H46O6/c1-15(2)13-22(32)35-23-24(33)26(4,5)20-10-9-18-17(28(20,7)25(23)34)11-12-27(6)19(16(3)30)14-21(31)29(18,27)8/h15-16,19-20,23-25,30,33-34H,9-14H2,1-8H3/t16-,19+,20-,23-,24-,25+,27+,28+,29+/m0/s1
• InChI Key: UUZGDUUMSXNTFL-BPMLTZCDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₆
• Molecular Weight: 490.70 g/mol
• Exact Mass: 490.32943918 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.5946	59.46%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	-	0.5732	57.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7282	72.82%
BSEP inhibitior	-	0.5070	50.70%
P-glycoprotein inhibitior	-	0.4504	45.04%
P-glycoprotein substrate	-	0.5927	59.27%
CYP3A4 substrate	+	0.6688	66.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8267	82.67%
CYP2C9 inhibition	-	0.7754	77.54%
CYP2C19 inhibition	-	0.8613	86.13%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.8188	81.88%
CYP2C8 inhibition	-	0.6867	68.67%
CYP inhibitory promiscuity	-	0.8184	81.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6853	68.53%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9285	92.85%
Skin irritation	+	0.6174	61.74%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5211	52.11%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5612	56.12%
Acute Oral Toxicity (c)	IV	0.3333	33.33%
Estrogen receptor binding	+	0.6338	63.38%
Androgen receptor binding	+	0.6971	69.71%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.7356	73.56%
Aromatase binding	+	0.7206	72.06%
PPAR gamma	+	0.5380	53.80%
Honey bee toxicity	-	0.8115	81.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.08%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	91.72%	97.79%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.10%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.91%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.87%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.68%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.27%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.91%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.50%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	83.19%	91.49%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.22%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.06%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.55%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	80.43%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.17%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.16%	96.47%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 52939225
• LOTUS: LTS0092100
• wikiData: Q105279683