10-Hydroxy-14-(hydroxymethyl)-2,7-dimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadeca-11,13-dien-15-one

Details

• Internal ID: 3526f6d2-9d64-4073-ac3e-3b9468704241
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 10-hydroxy-14-(hydroxymethyl)-2,7-dimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadeca-11,13-dien-15-one
• SMILES (Canonical): CC12CCC3CC3(C1CC(C4=CC5=C(C(=O)OC5CC24)CO)O)C
• SMILES (Isomeric): CC12CCC3CC3(C1CC(C4=CC5=C(C(=O)OC5CC24)CO)O)C
• InChI: InChI=1S/C20H26O4/c1-19-4-3-10-8-20(10,2)17(19)7-15(22)12-5-11-13(9-21)18(23)24-16(11)6-14(12)19/h5,10,14-17,21-22H,3-4,6-9H2,1-2H3
• InChI Key: ONNYIOKWWWSKHZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• 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	+	0.9864	98.64%
Caco-2	+	0.6033	60.33%
Blood Brain Barrier	+	0.6281	62.81%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5641	56.41%
BSEP inhibitior	-	0.4746	47.46%
P-glycoprotein inhibitior	-	0.7910	79.10%
P-glycoprotein substrate	-	0.7187	71.87%
CYP3A4 substrate	+	0.6789	67.89%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.6735	67.35%
CYP2C9 inhibition	-	0.8619	86.19%
CYP2C19 inhibition	-	0.8987	89.87%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7331	73.31%
CYP2C8 inhibition	-	0.7896	78.96%
CYP inhibitory promiscuity	-	0.8288	82.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4473	44.73%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9653	96.53%
Skin irritation	+	0.5759	57.59%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4559	45.59%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5048	50.48%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5721	57.21%
Acute Oral Toxicity (c)	III	0.5603	56.03%
Estrogen receptor binding	+	0.8392	83.92%
Androgen receptor binding	+	0.5513	55.13%
Thyroid receptor binding	+	0.7701	77.01%
Glucocorticoid receptor binding	+	0.8591	85.91%
Aromatase binding	+	0.6427	64.27%
PPAR gamma	+	0.7336	73.36%
Honey bee toxicity	-	0.8274	82.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	95.02%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.08%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	93.69%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.33%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.65%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.92%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.60%	95.89%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 74318535
• LOTUS: LTS0062068
• wikiData: Q105194982