13-hydroxy-7-(2-hydroxy-5-oxo-2H-furan-4-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosane-5,15,20-trione

Details

• Internal ID: 3c0c716f-3386-4b5f-bccb-17ec2cf18e0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: 13-hydroxy-7-(2-hydroxy-5-oxo-2H-furan-4-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosane-5,15,20-trione
• SMILES (Canonical): CC1(C2CC(=O)C3(C(C2(C(CC(=O)O1)O)C)CCC4(C35C(O5)C(=O)OC4C6=CC(OC6=O)O)C)C)C
• SMILES (Isomeric): CC1(C2CC(=O)C3(C(C2(C(CC(=O)O1)O)C)CCC4(C35C(O5)C(=O)OC4C6=CC(OC6=O)O)C)C)C
• InChI: InChI=1S/C26H32O10/c1-22(2)13-9-15(28)25(5)12(24(13,4)14(27)10-17(30)35-22)6-7-23(3)18(11-8-16(29)33-20(11)31)34-21(32)19-26(23,25)36-19/h8,12-14,16,18-19,27,29H,6-7,9-10H2,1-5H3
• InChI Key: PHVHHFHIPAQRPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₀
• Molecular Weight: 504.50 g/mol
• Exact Mass: 504.19954721 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	-	0.7428	74.28%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7201	72.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8029	80.29%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4522	45.22%
P-glycoprotein inhibitior	+	0.5791	57.91%
P-glycoprotein substrate	-	0.5963	59.63%
CYP3A4 substrate	+	0.6731	67.31%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	+	0.5144	51.44%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	-	0.8761	87.61%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8249	82.49%
CYP2C8 inhibition	+	0.4858	48.58%
CYP inhibitory promiscuity	-	0.9278	92.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4251	42.51%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.5318	53.18%
Skin corrosion	-	0.8743	87.43%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6522	65.22%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.7070	70.70%
skin sensitisation	-	0.7904	79.04%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5470	54.70%
Acute Oral Toxicity (c)	I	0.6592	65.92%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.7818	78.18%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.7397	73.97%
Aromatase binding	+	0.7732	77.32%
PPAR gamma	+	0.6195	61.95%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9707	97.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.40%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.80%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.09%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.56%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.41%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.77%	100.00%

Plants that contains it

• Citrus medica

Cross-Links

• PubChem: 73236888
• LOTUS: LTS0081795
• wikiData: Q105209245