13-Hydroxy-3,5,8,7(11)-eudesmatetraen-12,8-olide

Details

• Internal ID: f94ea0c7-20e2-4c3c-9dee-04565c6ee9f5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (8aS)-3-(hydroxymethyl)-5,8a-dimethyl-7,8-dihydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H16O3/c1-9-4-3-5-15(2)7-13-10(6-12(9)15)11(8-16)14(17)18-13/h4,6-7,16H,3,5,8H2,1-2H3/t15-/m0/s1
• InChI Key: OHGVSCLRXBJPHP-HNNXBMFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.9075	90.75%
Blood Brain Barrier	+	0.6428	64.28%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6092	60.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.5817	58.17%
BSEP inhibitior	-	0.6353	63.53%
P-glycoprotein inhibitior	-	0.8878	88.78%
P-glycoprotein substrate	-	0.8872	88.72%
CYP3A4 substrate	+	0.5335	53.35%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8784	87.84%
CYP3A4 inhibition	-	0.7923	79.23%
CYP2C9 inhibition	-	0.8154	81.54%
CYP2C19 inhibition	-	0.8486	84.86%
CYP2D6 inhibition	-	0.8869	88.69%
CYP1A2 inhibition	+	0.6175	61.75%
CYP2C8 inhibition	-	0.7479	74.79%
CYP inhibitory promiscuity	-	0.6449	64.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4563	45.63%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.7135	71.35%
Skin irritation	-	0.5110	51.10%
Skin corrosion	-	0.8921	89.21%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7383	73.83%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7243	72.43%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6051	60.51%
Acute Oral Toxicity (c)	III	0.5962	59.62%
Estrogen receptor binding	+	0.6757	67.57%
Androgen receptor binding	-	0.5166	51.66%
Thyroid receptor binding	-	0.5226	52.26%
Glucocorticoid receptor binding	+	0.5938	59.38%
Aromatase binding	+	0.6170	61.70%
PPAR gamma	+	0.7479	74.79%
Honey bee toxicity	-	0.9419	94.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9541	95.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.59%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.21%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.66%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	89.54%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.51%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.71%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.55%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.50%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589462
• LOTUS: LTS0175956
• wikiData: Q105192069