Boletunone A

Details

• Internal ID: 2e51838f-d465-41fa-b6b5-3bdba6356b64
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4R,4aS,5S,5aR,9aS,10aR)-5,9a-dihydroxy-8-(methoxymethyl)-4,5a-dimethyl-3,4,4a,5,6,10a-hexahydropyrano[3,4-b]chromene-1,9-dione
• SMILES (Canonical): CC1COC(=O)C2C1C(C3(CC=C(C(=O)C3(O2)O)COC)C)O
• SMILES (Isomeric): C[C@H]1COC(=O)[C@H]2[C@@H]1[C@@H]([C@]3(CC=C(C(=O)[C@]3(O2)O)COC)C)O
• InChI: InChI=1S/C16H22O7/c1-8-6-22-14(19)11-10(8)13(18)15(2)5-4-9(7-21-3)12(17)16(15,20)23-11/h4,8,10-11,13,18,20H,5-7H2,1-3H3/t8-,10+,11+,13-,15+,16+/m0/s1
• InChI Key: UMNWORUSZRQBTK-KIWJTKLPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7444	74.44%
Caco-2	+	0.6664	66.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7042	70.42%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7978	79.78%
P-glycoprotein inhibitior	-	0.8873	88.73%
P-glycoprotein substrate	-	0.7088	70.88%
CYP3A4 substrate	+	0.6417	64.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8949	89.49%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.8397	83.97%
CYP2C19 inhibition	-	0.8208	82.08%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8886	88.86%
CYP2C8 inhibition	-	0.6101	61.01%
CYP inhibitory promiscuity	-	0.8453	84.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5397	53.97%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.7333	73.33%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	+	0.5392	53.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.6232	62.32%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5376	53.76%
skin sensitisation	-	0.8276	82.76%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6182	61.82%
Acute Oral Toxicity (c)	III	0.4997	49.97%
Estrogen receptor binding	+	0.5905	59.05%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	-	0.5489	54.89%
Glucocorticoid receptor binding	+	0.6486	64.86%
Aromatase binding	+	0.6194	61.94%
PPAR gamma	-	0.5940	59.40%
Honey bee toxicity	-	0.7639	76.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9125	91.25%

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	97.72%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.72%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.07%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.20%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.04%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.23%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.00%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101344358
• LOTUS: LTS0061037
• wikiData: Q75068046