Versiconol B

Details

• Internal ID: 8857a44a-e88a-4313-a81c-3fe87eeb942a
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2-[(2S)-1,4-dihydroxybutan-2-yl]-1,3,8-trihydroxyanthracene-9,10-dione
• InChI: InChI=1S/C18H16O7/c19-5-4-8(7-20)13-12(22)6-10-15(17(13)24)18(25)14-9(16(10)23)2-1-3-11(14)21/h1-3,6,8,19-22,24H,4-5,7H2/t8-/m1/s1
• InChI Key: ASOBAGGMVBYDSU-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9301	93.01%
Caco-2	-	0.9018	90.18%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7447	74.47%
OATP2B1 inhibitior	-	0.5581	55.81%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8474	84.74%
P-glycoprotein inhibitior	-	0.8973	89.73%
P-glycoprotein substrate	-	0.7258	72.58%
CYP3A4 substrate	+	0.5084	50.84%
CYP2C9 substrate	-	0.8133	81.33%
CYP2D6 substrate	-	0.7857	78.57%
CYP3A4 inhibition	-	0.6593	65.93%
CYP2C9 inhibition	-	0.6664	66.64%
CYP2C19 inhibition	-	0.6180	61.80%
CYP2D6 inhibition	-	0.8068	80.68%
CYP1A2 inhibition	+	0.6910	69.10%
CYP2C8 inhibition	-	0.9004	90.04%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.6734	67.34%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.5577	55.77%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6510	65.10%
Micronuclear	-	0.6382	63.82%
Hepatotoxicity	-	0.5395	53.95%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5135	51.35%
Acute Oral Toxicity (c)	III	0.6940	69.40%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.6394	63.94%
Thyroid receptor binding	-	0.6044	60.44%
Glucocorticoid receptor binding	+	0.8232	82.32%
Aromatase binding	+	0.6886	68.86%
PPAR gamma	+	0.8409	84.09%
Honey bee toxicity	-	0.8817	88.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9185	91.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.95%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.85%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.67%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.78%	94.73%
CHEMBL2535	P11166	Glucose transporter	87.66%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.89%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.53%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.51%	83.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683979
• LOTUS: LTS0221853
• wikiData: Q104917961