8-Acetyl-9,13-dihydroxy-4,13-dimethyl-6,11-dioxatetracyclo[7.4.0.03,7.010,12]trideca-1,3-dien-5-one

Details

• Internal ID: 0fe6a284-f2b9-4bd7-92a2-b8f564eeec42
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 8-acetyl-9,13-dihydroxy-4,13-dimethyl-6,11-dioxatetracyclo[7.4.0.03,7.010,12]trideca-1,3-dien-5-one
• SMILES (Canonical): CC1=C2C=C3C(C4C(C3(C(C2OC1=O)C(=O)C)O)O4)(C)O
• SMILES (Isomeric): CC1=C2C=C3C(C4C(C3(C(C2OC1=O)C(=O)C)O)O4)(C)O
• InChI: InChI=1S/C15H16O6/c1-5-7-4-8-14(3,18)11-12(21-11)15(8,19)9(6(2)16)10(7)20-13(5)17/h4,9-12,18-19H,1-3H3
• InChI Key: BENYSFUEUNYGAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.36
• H-Bond Acceptor: 6
• 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	+	0.9496	94.96%
Caco-2	-	0.6824	68.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7036	70.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9055	90.55%
P-glycoprotein inhibitior	-	0.7728	77.28%
P-glycoprotein substrate	-	0.8692	86.92%
CYP3A4 substrate	+	0.5823	58.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9064	90.64%
CYP3A4 inhibition	-	0.8056	80.56%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.9190	91.90%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.8553	85.53%
CYP2C8 inhibition	-	0.8861	88.61%
CYP inhibitory promiscuity	-	0.7019	70.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6692	66.92%
Eye corrosion	-	0.9794	97.94%
Eye irritation	+	0.5633	56.33%
Skin irritation	-	0.5189	51.89%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8695	86.95%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6584	65.84%
skin sensitisation	-	0.7506	75.06%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5095	50.95%
Acute Oral Toxicity (c)	III	0.3579	35.79%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.5660	56.60%
Thyroid receptor binding	+	0.5654	56.54%
Glucocorticoid receptor binding	-	0.4770	47.70%
Aromatase binding	-	0.6265	62.65%
PPAR gamma	-	0.5293	52.93%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9024	90.24%

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	93.37%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.34%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.41%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.26%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.72%	87.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.48%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.81%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	84.29%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.85%	98.95%

Plants that contains it

• Achillea crithmifolia
• Picrasma crenata
• Picrasma javanica
• Picrasma quassioides
• Quassia africana
• Quassia amara

Cross-Links

• PubChem: 162789741
• LOTUS: LTS0042365
• wikiData: Q104388282