Palmaerone B

Details

• Internal ID: db218238-762a-4618-bbea-14ea1e76c7ae
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-7-bromo-6-hydroxy-8-methoxy-3-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C(=O)O1)OC)Br)O
• SMILES (Isomeric): C[C@@H]1CC2=CC(=C(C(=C2C(=O)O1)OC)Br)O
• InChI: InChI=1S/C11H11BrO4/c1-5-3-6-4-7(13)9(12)10(15-2)8(6)11(14)16-5/h4-5,13H,3H2,1-2H3/t5-/m1/s1
• InChI Key: RHBTWFSXOYIWCJ-RXMQYKEDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁BrO₄
• Molecular Weight: 287.11 g/mol
• Exact Mass: 285.98407 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 4
• 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	+	0.9690	96.90%
Caco-2	+	0.7171	71.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6227	62.27%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9175	91.75%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9708	97.08%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.9406	94.06%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.5871	58.71%
CYP2D6 substrate	-	0.8122	81.22%
CYP3A4 inhibition	+	0.5255	52.55%
CYP2C9 inhibition	+	0.6654	66.54%
CYP2C19 inhibition	-	0.7314	73.14%
CYP2D6 inhibition	-	0.7473	74.73%
CYP1A2 inhibition	-	0.5343	53.43%
CYP2C8 inhibition	-	0.8667	86.67%
CYP inhibitory promiscuity	-	0.5669	56.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8449	84.49%
Carcinogenicity (trinary)	Danger	0.4828	48.28%
Eye corrosion	-	0.9537	95.37%
Eye irritation	+	0.9328	93.28%
Skin irritation	-	0.7171	71.71%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6483	64.83%
Micronuclear	+	0.6348	63.48%
Hepatotoxicity	+	0.7303	73.03%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6876	68.76%
Acute Oral Toxicity (c)	II	0.4117	41.17%
Estrogen receptor binding	-	0.5192	51.92%
Androgen receptor binding	-	0.4888	48.88%
Thyroid receptor binding	-	0.6051	60.51%
Glucocorticoid receptor binding	-	0.6128	61.28%
Aromatase binding	-	0.7383	73.83%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9622	96.22%

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	98.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.98%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.17%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.02%	94.73%
CHEMBL2535	P11166	Glucose transporter	84.90%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.28%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.44%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.93%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.90%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.54%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.58%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590924
• LOTUS: LTS0116858
• wikiData: Q105236259