Hyrtiosin B

Details

• Internal ID: 41093477-d4bf-4287-88fe-b492d38da769
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: 1,2-bis(5-hydroxy-1H-indol-3-yl)ethane-1,2-dione
• InChI: InChI=1S/C18H12N2O4/c21-9-1-3-15-11(5-9)13(7-19-15)17(23)18(24)14-8-20-16-4-2-10(22)6-12(14)16/h1-8,19-22H
• InChI Key: URWBQCGXPJSAQI-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂N₂O₄
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.07970687 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 1,2-bis(5-hydroxy-1H-indol-3-yl)ethane-1,2-dione
• CHEMBL459354
• BDBM50276442
• 1,2-ethanedione, 1,2-bis(5-hydroxy-1H-indol-3-yl)-
• InChI=1/C18H12N2O4/c21-9-1-3-15-11(5-9)13(7-19-15)17(23)18(24)14-8-20-16-4-2-10(22)6-12(14)16/h1-8,19-22

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.7526	75.26%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7675	76.75%
OATP2B1 inhibitior	+	0.5640	56.40%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5102	51.02%
P-glycoprotein inhibitior	-	0.8783	87.83%
P-glycoprotein substrate	-	0.8914	89.14%
CYP3A4 substrate	-	0.6435	64.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.7853	78.53%
CYP2C9 inhibition	-	0.7405	74.05%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.7091	70.91%
CYP1A2 inhibition	+	0.7490	74.90%
CYP2C8 inhibition	-	0.7473	74.73%
CYP inhibitory promiscuity	-	0.7408	74.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9392	93.92%
Carcinogenicity (trinary)	Non-required	0.4628	46.28%
Eye corrosion	-	0.9933	99.33%
Eye irritation	+	0.5567	55.67%
Skin irritation	-	0.8210	82.10%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8128	81.28%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9297	92.97%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7284	72.84%
Acute Oral Toxicity (c)	III	0.5547	55.47%
Estrogen receptor binding	+	0.7807	78.07%
Androgen receptor binding	+	0.7768	77.68%
Thyroid receptor binding	+	0.6503	65.03%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.7584	75.84%
PPAR gamma	+	0.7056	70.56%
Honey bee toxicity	-	0.9523	95.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.6782	67.82%

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	96.77%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.68%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL2535	P11166	Glucose transporter	92.01%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.83%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.42%	83.57%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.98%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.79%	83.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.59%	91.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.45%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.02%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 638389
• LOTUS: LTS0234291
• wikiData: Q105278064