Morindolide

Details

• Internal ID: 9eac8feb-879d-41e5-92af-8b4cff57e069
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,7aS)-7-(hydroxymethyl)-4,4a,5,7a-tetrahydro-3H-cyclopenta[c]pyran-1-one
• SMILES (Canonical): C1COC(=O)C2C1CC=C2CO
• SMILES (Isomeric): C1COC(=O)[C@H]2[C@@H]1CC=C2CO
• InChI: InChI=1S/C9H12O3/c10-5-7-2-1-6-3-4-12-9(11)8(6)7/h2,6,8,10H,1,3-5H2/t6-,8+/m1/s1
• InChI Key: MMHXUZUVNFJVET-SVRRBLITSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.19 g/mol
• Exact Mass: 168.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (4aR,7aS)-7-(hydroxymethyl)-4,4a,5,7a-tetrahydro-3H-cyclopenta[c]pyran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5839	58.39%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9601	96.01%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9507	95.07%
P-glycoprotein inhibitior	-	0.9854	98.54%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	-	0.6096	60.96%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8130	81.30%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.8983	89.83%
CYP2C19 inhibition	-	0.7619	76.19%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.7428	74.28%
CYP2C8 inhibition	-	0.9458	94.58%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.7931	79.31%
Eye irritation	+	0.9607	96.07%
Skin irritation	-	0.7620	76.20%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7499	74.99%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7219	72.19%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5977	59.77%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	-	0.8160	81.60%
Androgen receptor binding	+	0.5353	53.53%
Thyroid receptor binding	-	0.8558	85.58%
Glucocorticoid receptor binding	-	0.7434	74.34%
Aromatase binding	-	0.8724	87.24%
PPAR gamma	-	0.6849	68.49%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.3948	39.48%

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	94.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.83%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.75%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.85%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	81.65%	83.82%

Plants that contains it

• Catunaregam spinosa
• Gynochthodes officinalis

Cross-Links

• PubChem: 10397184
• LOTUS: LTS0190260
• wikiData: Q105167766