(4R)-4-[(5R,7R,8R,9R,10R,13S,17S)-7-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-one

Details

• Internal ID: 6884053b-fff3-4836-b6d4-f5e98a42825f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: (4R)-4-[(5R,7R,8R,9R,10R,13S,17S)-7-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-one
• SMILES (Canonical): CC1(C2CC(C3(C(C2(CCC1=O)C)CCC4(C3=CCC4C5CC(=O)OC5)C)C)O)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1C[C@H]([C@@]3([C@@H]2CC[C@@]4(C3=CC[C@H]4[C@H]5CC(=O)OC5)C)C)O)(C)C
• InChI: InChI=1S/C26H38O4/c1-23(2)19-13-21(28)26(5)17-7-6-16(15-12-22(29)30-14-15)24(17,3)10-8-18(26)25(19,4)11-9-20(23)27/h7,15-16,18-19,21,28H,6,8-14H2,1-5H3/t15-,16-,18+,19-,21+,24-,25+,26-/m0/s1
• InChI Key: LZEIPUNOEUQFEG-VHESCTIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₄
• Molecular Weight: 414.60 g/mol
• Exact Mass: 414.27700969 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.5208	52.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8843	88.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8280	82.80%
P-glycoprotein inhibitior	-	0.5067	50.67%
P-glycoprotein substrate	-	0.6552	65.52%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.7402	74.02%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.9093	90.93%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.8405	84.05%
CYP2C8 inhibition	-	0.5770	57.70%
CYP inhibitory promiscuity	-	0.9063	90.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5160	51.60%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9588	95.88%
Skin irritation	+	0.5674	56.74%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4076	40.76%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6274	62.74%
Acute Oral Toxicity (c)	III	0.7259	72.59%
Estrogen receptor binding	+	0.7702	77.02%
Androgen receptor binding	+	0.6926	69.26%
Thyroid receptor binding	+	0.6879	68.79%
Glucocorticoid receptor binding	+	0.7719	77.19%
Aromatase binding	+	0.5983	59.83%
PPAR gamma	-	0.5611	56.11%
Honey bee toxicity	-	0.7602	76.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	93.76%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.09%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.36%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.89%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.82%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.23%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.41%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.94%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.97%	89.00%

Plants that contains it

• Dysoxylum grande

Cross-Links

• PubChem: 101515882
• LOTUS: LTS0058554
• wikiData: Q105159816