Rubralide A

Details

• Internal ID: c7a79535-2252-43aa-9034-6fafc4d40a1f
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-4,6-dihydroxy-3-methoxy-1-oxo-3H-2-benzofuran-5-carbaldehyde
• SMILES (Canonical): COC1C2=C(C(=C(C=C2C(=O)O1)O)C=O)O
• SMILES (Isomeric): CO[C@H]1C2=C(C(=C(C=C2C(=O)O1)O)C=O)O
• InChI: InChI=1S/C10H8O6/c1-15-10-7-4(9(14)16-10)2-6(12)5(3-11)8(7)13/h2-3,10,12-13H,1H3/t10-/m1/s1
• InChI Key: OUYBFPKTBLSVBF-SNVBAGLBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₆
• Molecular Weight: 224.17 g/mol
• Exact Mass: 224.03208797 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 6
• 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	+	0.9603	96.03%
Caco-2	-	0.7730	77.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7056	70.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7468	74.68%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9637	96.37%
P-glycoprotein inhibitior	-	0.9284	92.84%
P-glycoprotein substrate	-	0.9265	92.65%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5815	58.15%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8472	84.72%
CYP2C9 inhibition	+	0.5112	51.12%
CYP2C19 inhibition	-	0.7606	76.06%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	+	0.6199	61.99%
CYP2C8 inhibition	-	0.7527	75.27%
CYP inhibitory promiscuity	-	0.6692	66.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8983	89.83%
Carcinogenicity (trinary)	Non-required	0.5238	52.38%
Eye corrosion	-	0.9235	92.35%
Eye irritation	+	0.8875	88.75%
Skin irritation	-	0.6137	61.37%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8737	87.37%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5495	54.95%
Acute Oral Toxicity (c)	III	0.4500	45.00%
Estrogen receptor binding	-	0.4914	49.14%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	-	0.6475	64.75%
Glucocorticoid receptor binding	-	0.6239	62.39%
Aromatase binding	-	0.7661	76.61%
PPAR gamma	+	0.5760	57.60%
Honey bee toxicity	-	0.8115	81.15%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8930	89.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.42%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.14%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.36%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.70%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.50%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.93%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.70%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.15%	96.09%

Plants that contains it

• Clibadium microcephalum
• Globularia nudicaulis
• Helianthus pumilus
• Leucas aspera
• Stemona parviflora

Cross-Links

• PubChem: 102516029
• NPASS: NPC232212
• LOTUS: LTS0089164
• wikiData: Q77509185