Botryorhodine C

Details

• Internal ID: 53f7261d-433d-4f39-98f7-17d526306665
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 3,9-dihydroxy-10-(hydroxymethyl)-1,4,7-trimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=CC(=C3C)O)C)CO)O
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=CC(=C3C)O)C)CO)O
• InChI: InChI=1S/C17H16O6/c1-7-4-12(20)10(6-18)16-13(7)17(21)23-15-9(3)11(19)5-8(2)14(15)22-16/h4-5,18-20H,6H2,1-3H3
• InChI Key: CYTMELDNMYVTKB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 3,9-dihydroxy-10-(hydroxymethyl)-1,4,7-trimethylbenzo[b][1,4]benzodioxepin-6-one
• 3,9-dihydroxy-10-(hydroxymethyl)-1,4,7-trimethylbenzo(b)(1,4)benzodioxepin-6-one
• RefChem:121101
• SCHEMBL13177691
• CHEBI:224046

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9099	90.99%
Caco-2	+	0.8003	80.03%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5254	52.54%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.7024	70.24%
OATP1B3 inhibitior	-	0.2827	28.27%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7107	71.07%
P-glycoprotein inhibitior	-	0.8362	83.62%
P-glycoprotein substrate	-	0.9347	93.47%
CYP3A4 substrate	-	0.5736	57.36%
CYP2C9 substrate	-	0.5873	58.73%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8708	87.08%
CYP2C9 inhibition	-	0.8270	82.70%
CYP2C19 inhibition	-	0.8382	83.82%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	-	0.7536	75.36%
CYP inhibitory promiscuity	-	0.7430	74.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7217	72.17%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.9048	90.48%
Skin irritation	-	0.7523	75.23%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3998	39.98%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8246	82.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7480	74.80%
Acute Oral Toxicity (c)	III	0.4785	47.85%
Estrogen receptor binding	+	0.9052	90.52%
Androgen receptor binding	+	0.5376	53.76%
Thyroid receptor binding	-	0.5331	53.31%
Glucocorticoid receptor binding	+	0.7793	77.93%
Aromatase binding	+	0.7966	79.66%
PPAR gamma	+	0.7303	73.03%
Honey bee toxicity	-	0.9673	96.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9376	93.76%

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	97.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.08%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.39%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.06%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.59%	86.92%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.47%	93.99%
CHEMBL4208	P20618	Proteasome component C5	81.50%	90.00%

Plants that contains it

• Clausena heptaphylla
• Sarcomelicope glauca
• Stemona japonica

Cross-Links

• PubChem: 46916752
• NPASS: NPC111930
• LOTUS: LTS0022887
• wikiData: Q77508394