Palmaerin C

Details

• Internal ID: 7e5892a3-399b-4f73-832a-dd9c1b1928c3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-5,7-dibromo-6-hydroxy-8-methoxy-3-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1CC2=C(C(=C(C(=C2Br)O)Br)OC)C(=O)O1
• SMILES (Isomeric): C[C@@H]1CC2=C(C(=C(C(=C2Br)O)Br)OC)C(=O)O1
• InChI: InChI=1S/C11H10Br2O4/c1-4-3-5-6(11(15)17-4)10(16-2)8(13)9(14)7(5)12/h4,14H,3H2,1-2H3/t4-/m1/s1
• InChI Key: QJJWXMBQICEYHT-SCSAIBSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀Br₂O₄
• Molecular Weight: 366.00 g/mol
• Exact Mass: 365.89253 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.03
• 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	+	0.5312	53.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6227	62.27%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9317	93.17%
P-glycoprotein inhibitior	-	0.9111	91.11%
P-glycoprotein substrate	-	0.9171	91.71%
CYP3A4 substrate	+	0.5145	51.45%
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	-	0.8577	85.77%
CYP inhibitory promiscuity	-	0.5669	56.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8449	84.49%
Carcinogenicity (trinary)	Danger	0.4828	48.28%
Eye corrosion	-	0.9537	95.37%
Eye irritation	+	0.9315	93.15%
Skin irritation	-	0.7171	71.71%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6159	61.59%
Micronuclear	+	0.6348	63.48%
Hepatotoxicity	+	0.7553	75.53%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6843	68.43%
Acute Oral Toxicity (c)	II	0.4117	41.17%
Estrogen receptor binding	+	0.7267	72.67%
Androgen receptor binding	-	0.5965	59.65%
Thyroid receptor binding	-	0.5152	51.52%
Glucocorticoid receptor binding	+	0.6162	61.62%
Aromatase binding	-	0.7071	70.71%
PPAR gamma	-	0.5058	50.58%
Honey bee toxicity	-	0.8956	89.56%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	98.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.50%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.28%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.13%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.10%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71816393
• LOTUS: LTS0129433
• wikiData: Q77569022