4-(Hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-dien-5-one

Details

• Internal ID: c3e2747a-cefb-4e2f-8eeb-92dc5a4fb7cb
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-dien-5-one
• SMILES (Canonical): CC12C=C3C(=C(C(=O)O3)CO)CC1C(=C)C4C2C4
• SMILES (Isomeric): CC12C=C3C(=C(C(=O)O3)CO)CC1C(=C)C4C2C4
• InChI: InChI=1S/C15H16O3/c1-7-8-3-12(8)15(2)5-13-9(4-11(7)15)10(6-16)14(17)18-13/h5,8,11-12,16H,1,3-4,6H2,2H3
• InChI Key: JIAZAZPRSFTUJT-UHFFFAOYSA-N
• Popularity: 0 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: 1.60
• Atomic LogP (AlogP): 1.95
• 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	+	0.9942	99.42%
Caco-2	+	0.5470	54.70%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8837	88.37%
P-glycoprotein inhibitior	-	0.9007	90.07%
P-glycoprotein substrate	-	0.8388	83.88%
CYP3A4 substrate	+	0.5916	59.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.8231	82.31%
CYP2C9 inhibition	-	0.7851	78.51%
CYP2C19 inhibition	-	0.6533	65.33%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.5771	57.71%
CYP2C8 inhibition	-	0.8002	80.02%
CYP inhibitory promiscuity	-	0.5396	53.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9677	96.77%
Eye irritation	-	0.7595	75.95%
Skin irritation	-	0.6024	60.24%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4272	42.72%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5144	51.44%
skin sensitisation	-	0.7255	72.55%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5528	55.28%
Acute Oral Toxicity (c)	III	0.4642	46.42%
Estrogen receptor binding	+	0.5820	58.20%
Androgen receptor binding	+	0.6507	65.07%
Thyroid receptor binding	+	0.5288	52.88%
Glucocorticoid receptor binding	+	0.6604	66.04%
Aromatase binding	-	0.5967	59.67%
PPAR gamma	+	0.6241	62.41%
Honey bee toxicity	-	0.8435	84.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	97.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.26%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.87%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.57%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	81.98%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.09%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.58%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%

Plants that contains it

• Hedyosmum angustifolium
• Hedyosmum brasiliense
• Onoseris albicans
• Onoseris gnaphalioides
• Spilanthes leiocarpa

Cross-Links

• PubChem: 162859735
• LOTUS: LTS0088406
• wikiData: Q105128878