Betulinan A

Details

• Internal ID: b1836605-f556-43cb-aa13-abfe1223cdf6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2,5-dimethoxy-3,6-diphenylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): COC1=C(C(=O)C(=C(C1=O)C2=CC=CC=C2)OC)C3=CC=CC=C3
• SMILES (Isomeric): COC1=C(C(=O)C(=C(C1=O)C2=CC=CC=C2)OC)C3=CC=CC=C3
• InChI: InChI=1S/C20H16O4/c1-23-19-15(13-9-5-3-6-10-13)18(22)20(24-2)16(17(19)21)14-11-7-4-8-12-14/h3-12H,1-2H3
• InChI Key: WEOWAYMMZVELOQ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₄
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 2,5-dimethoxy-3,6-diphenylcyclohexa-2,5-diene-1,4-dione
• 55458-24-7
• DTXSID40204020
• RefChem:119567
• DTXCID40126511
• CHEMBL467203
• CHEBI:198147
• BDBM50428914
• NSC790854
• NSC-790854
• p-Benzoquinone, 2,5-dimethoxy-3,6-diphenyl-
• 2,5-Cyclohexadiene-1,4-dione, 2,5-dimethoxy-3,6-diphenyl-
• 2~3~,2~6~-Dimethoxy[1~1~,2~1~:2~4~,3~1~-terphenyl]-2~2~,2~5~-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8312	83.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8809	88.09%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9733	97.33%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8435	84.35%
P-glycoprotein inhibitior	-	0.4901	49.01%
P-glycoprotein substrate	-	0.9924	99.24%
CYP3A4 substrate	-	0.7104	71.04%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.7866	78.66%
CYP3A4 inhibition	-	0.7222	72.22%
CYP2C9 inhibition	-	0.6453	64.53%
CYP2C19 inhibition	+	0.7051	70.51%
CYP2D6 inhibition	-	0.8803	88.03%
CYP1A2 inhibition	+	0.6602	66.02%
CYP2C8 inhibition	-	0.9540	95.40%
CYP inhibitory promiscuity	+	0.7971	79.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7068	70.68%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9860	98.60%
Eye irritation	+	0.8704	87.04%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9854	98.54%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4000	40.00%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.7054	70.54%
skin sensitisation	-	0.7418	74.18%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.7186	71.86%
Acute Oral Toxicity (c)	III	0.4482	44.82%
Estrogen receptor binding	+	0.9084	90.84%
Androgen receptor binding	+	0.7222	72.22%
Thyroid receptor binding	-	0.5082	50.82%
Glucocorticoid receptor binding	-	0.5604	56.04%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	-	0.5443	54.43%
Honey bee toxicity	-	0.8796	87.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.8100	81.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.59%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.48%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.02%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	80.88%	93.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 180510
• LOTUS: LTS0195459
• wikiData: Q75058471