Botryorhodine A

Details

• Internal ID: 103931bd-72bc-4ee2-80ff-0ac8c385a570
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 3,9-dihydroxy-1,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde
• SMILES (Canonical): CC1=CC(=CC2=C1OC3=C(C(=CC(=C3C=O)O)C)C(=O)O2)O
• SMILES (Isomeric): CC1=CC(=CC2=C1OC3=C(C(=CC(=C3C=O)O)C)C(=O)O2)O
• InChI: InChI=1S/C16H12O6/c1-7-4-11(19)10(6-17)15-13(7)16(20)21-12-5-9(18)3-8(2)14(12)22-15/h3-6,18-19H,1-2H3
• InChI Key: QQDBQWUHQOGQCJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• SCHEMBL13177748

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9398	93.98%
Caco-2	+	0.6940	69.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.7047	70.47%
OATP1B3 inhibitior	-	0.3535	35.35%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5269	52.69%
P-glycoprotein inhibitior	-	0.8668	86.68%
P-glycoprotein substrate	-	0.9430	94.30%
CYP3A4 substrate	-	0.5281	52.81%
CYP2C9 substrate	-	0.5703	57.03%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.9083	90.83%
CYP2C9 inhibition	-	0.6282	62.82%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.8883	88.83%
CYP2C8 inhibition	-	0.5785	57.85%
CYP inhibitory promiscuity	-	0.8914	89.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9883	98.83%
Eye irritation	+	0.9462	94.62%
Skin irritation	-	0.5659	56.59%
Skin corrosion	-	0.9301	93.01%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6247	62.47%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7362	73.62%
Acute Oral Toxicity (c)	II	0.5429	54.29%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	+	0.5868	58.68%
Thyroid receptor binding	-	0.6196	61.96%
Glucocorticoid receptor binding	+	0.7488	74.88%
Aromatase binding	+	0.7409	74.09%
PPAR gamma	+	0.6750	67.50%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.44%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	95.54%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.83%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.24%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.85%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.40%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.79%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46178006
• LOTUS: LTS0227696
• wikiData: Q77422009