Rubralide C

Details

• Internal ID: 6fd42437-ae4c-4321-81be-a5fc2ff03359
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-4,6-dihydroxy-3-methoxy-5-methyl-3H-2-benzofuran-1-one
• SMILES (Canonical): CC1=C(C=C2C(=C1O)C(OC2=O)OC)O
• SMILES (Isomeric): CC1=C(C=C2C(=C1O)[C@@H](OC2=O)OC)O
• InChI: InChI=1S/C10H10O5/c1-4-6(11)3-5-7(8(4)12)10(14-2)15-9(5)13/h3,10-12H,1-2H3/t10-/m1/s1
• InChI Key: MEQAIIPMRAUIPD-SNVBAGLBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.18 g/mol
• Exact Mass: 210.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 5
• 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	+	0.9684	96.84%
Caco-2	-	0.5565	55.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6719	67.19%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8159	81.59%
OATP1B3 inhibitior	+	0.9230	92.30%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9455	94.55%
P-glycoprotein inhibitior	-	0.9271	92.71%
P-glycoprotein substrate	-	0.9500	95.00%
CYP3A4 substrate	+	0.5050	50.50%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.6138	61.38%
CYP2C9 inhibition	-	0.5530	55.30%
CYP2C19 inhibition	-	0.5161	51.61%
CYP2D6 inhibition	-	0.8375	83.75%
CYP1A2 inhibition	+	0.7344	73.44%
CYP2C8 inhibition	-	0.8057	80.57%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8840	88.40%
Carcinogenicity (trinary)	Non-required	0.5681	56.81%
Eye corrosion	-	0.9083	90.83%
Eye irritation	+	0.5997	59.97%
Skin irritation	-	0.6608	66.08%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7053	70.53%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8054	80.54%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6068	60.68%
Acute Oral Toxicity (c)	II	0.4858	48.58%
Estrogen receptor binding	-	0.4897	48.97%
Androgen receptor binding	+	0.6119	61.19%
Thyroid receptor binding	-	0.5712	57.12%
Glucocorticoid receptor binding	-	0.6676	66.76%
Aromatase binding	-	0.7334	73.34%
PPAR gamma	-	0.5641	56.41%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8792	87.92%

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	96.16%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.60%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.77%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.07%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.02%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.69%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.84%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.31%	93.03%

Plants that contains it

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

Cross-Links

• PubChem: 102516031
• NPASS: NPC33213
• LOTUS: LTS0119753
• wikiData: Q77492044