9,10-Dihydrooropheolide

Details

• Internal ID: 1deb5c69-e15c-40fa-bbce-69a40f61c255
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5S)-3-[(5E)-hexadeca-5,15-dien-7,9,11-triynyl]-5-(hydroxymethyl)oxolan-2-one
• SMILES (Canonical): C=CCCC#CC#CC#CC=CCCCCC1CC(OC1=O)CO
• SMILES (Isomeric): C=CCCC#CC#CC#C/C=C/CCCC[C@@H]1C[C@H](OC1=O)CO
• InChI: InChI=1S/C21H24O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-17-20(18-22)24-21(19)23/h2,11-12,19-20,22H,1,3-4,13-18H2/b12-11+/t19-,20+/m1/s1
• InChI Key: SIHBCONZMCURTQ-UBGMWTFPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₃
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• CHEMBL1080835

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	-	0.7936	79.36%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7119	71.19%
P-glycoprotein inhibitior	-	0.6845	68.45%
P-glycoprotein substrate	-	0.6712	67.12%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.7906	79.06%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.7932	79.32%
CYP2C8 inhibition	-	0.6566	65.66%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.7062	70.62%
Eye corrosion	-	0.7743	77.43%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.7317	73.17%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7476	74.76%
Micronuclear	-	0.9141	91.41%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.7941	79.41%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7382	73.82%
Acute Oral Toxicity (c)	III	0.5948	59.48%
Estrogen receptor binding	+	0.6001	60.01%
Androgen receptor binding	+	0.5520	55.20%
Thyroid receptor binding	+	0.5758	57.58%
Glucocorticoid receptor binding	+	0.5954	59.54%
Aromatase binding	-	0.5213	52.13%
PPAR gamma	+	0.5896	58.96%
Honey bee toxicity	-	0.7298	72.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7667	76.67%

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	94.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.96%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.68%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	83.14%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.49%	95.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.51%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.88%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.07%	95.89%

Plants that contains it

• Mitrephora glabra

Cross-Links

• PubChem: 46879782
• LOTUS: LTS0246738
• wikiData: Q105253749