(3R)-3alpha-(13-Phenyltridecyl)-4alpha-hydroxy-5alpha-methyl-4,5-dihydrofuran-2(3H)-one

Details

• Internal ID: 9e816154-73d5-4706-b2f7-692aca2ffde1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,4S,5S)-4-hydroxy-5-methyl-3-(13-phenyltridecyl)oxolan-2-one
• SMILES (Canonical): CC1C(C(C(=O)O1)CCCCCCCCCCCCCC2=CC=CC=C2)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](C(=O)O1)CCCCCCCCCCCCCC2=CC=CC=C2)O
• InChI: InChI=1S/C24H38O3/c1-20-23(25)22(24(26)27-20)19-15-10-8-6-4-2-3-5-7-9-12-16-21-17-13-11-14-18-21/h11,13-14,17-18,20,22-23,25H,2-10,12,15-16,19H2,1H3/t20-,22+,23+/m0/s1
• InChI Key: PBJHEIRFTYGACF-MDNUFGMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₃
• Molecular Weight: 374.60 g/mol
• Exact Mass: 374.28209507 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 5.83
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	-	0.5753	57.53%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8166	81.66%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5091	50.91%
P-glycoprotein inhibitior	-	0.4690	46.90%
P-glycoprotein substrate	-	0.7304	73.04%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.8255	82.55%
CYP2C9 inhibition	-	0.7080	70.80%
CYP2C19 inhibition	-	0.5195	51.95%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.7040	70.40%
CYP2C8 inhibition	-	0.8503	85.03%
CYP inhibitory promiscuity	-	0.8074	80.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5797	57.97%
Eye corrosion	-	0.9340	93.40%
Eye irritation	-	0.7433	74.33%
Skin irritation	-	0.5157	51.57%
Skin corrosion	-	0.8886	88.86%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7776	77.76%
Micronuclear	-	0.8341	83.41%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8182	81.82%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5275	52.75%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5913	59.13%
Acute Oral Toxicity (c)	III	0.7399	73.99%
Estrogen receptor binding	+	0.6517	65.17%
Androgen receptor binding	+	0.6040	60.40%
Thyroid receptor binding	-	0.4945	49.45%
Glucocorticoid receptor binding	-	0.4855	48.55%
Aromatase binding	-	0.6043	60.43%
PPAR gamma	-	0.5442	54.42%
Honey bee toxicity	-	0.9154	91.54%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9196	91.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.09%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.26%	96.25%
CHEMBL3202	P48147	Prolyl endopeptidase	81.13%	90.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.52%	99.17%

Plants that contains it

• Acer spicatum
• Cephalaria procera
• Chamaecytisus hirsutus subsp. hirsutus
• Diospyros maritima
• Dracaena mannii
• Mannia fragrans
• Mesua beccariana
• Parthenium bipinnatifidum
• Pittosporum undulatum
• Pongamia pinnata
• Rhodanthe propinqua
• Tannodia perrieri

Cross-Links

• PubChem: 102316566
• NPASS: NPC86058