Helminthosporin

Details

• Internal ID: 0ec8ad1f-c5d0-4028-abd5-8bd700ebebb8
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,5,8-trihydroxy-3-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C=CC(=C3C2=O)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C=CC(=C3C2=O)O)O
• InChI: InChI=1S/C15H10O5/c1-6-4-7-11(10(18)5-6)15(20)13-9(17)3-2-8(16)12(13)14(7)19/h2-5,16-18H,1H3
• InChI Key: YOOXNSPYGCZLAX-UHFFFAOYSA-N
• Popularity: 47 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 518-80-9
• 1,5,8-trihydroxy-3-methylanthracene-9,10-dione
• Anthraquinone, 1,5,8-trihydroxy-3-methyl-
• UNII-MCD0C88HYI
• MCD0C88HYI
• 1,5,8-Trihydroxy-3-methylanthraquinone
• NSC 132600
• NSC-132600
• 9,10-Anthracenedione, 1,5,8-trihydroxy-3-methyl-
• NSC132600
• SCHEMBL9170655
• DTXSID70199738
• 9, 1,5,8-trihydroxy-3-methyl-
• Anthraquinone,5,8-trihydroxy-3-methyl-
• 3-METHYL-1,5,8-TRIHYDROXYANTHRAQUINONE
• Q27283860
• 9,10-Anthracenedione, 1,5,8-trihydroxy-3-methyl- (9CI)
• 1,5,8-TRIHYDROXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6123	61.23%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8757	87.57%
OATP2B1 inhibitior	-	0.7012	70.12%
OATP1B1 inhibitior	+	0.9608	96.08%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8266	82.66%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.9868	98.68%
CYP3A4 substrate	-	0.6454	64.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8146	81.46%
CYP2C9 inhibition	+	0.8498	84.98%
CYP2C19 inhibition	-	0.6800	68.00%
CYP2D6 inhibition	-	0.7178	71.78%
CYP1A2 inhibition	+	0.9216	92.16%
CYP2C8 inhibition	-	0.9453	94.53%
CYP inhibitory promiscuity	-	0.7417	74.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7609	76.09%
Carcinogenicity (trinary)	Non-required	0.5154	51.54%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.8721	87.21%
Skin irritation	+	0.6627	66.27%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8065	80.65%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.9180	91.80%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.7346	73.46%
Acute Oral Toxicity (c)	II	0.4970	49.70%
Estrogen receptor binding	+	0.7760	77.60%
Androgen receptor binding	+	0.6949	69.49%
Thyroid receptor binding	-	0.6499	64.99%
Glucocorticoid receptor binding	+	0.9095	90.95%
Aromatase binding	+	0.5905	59.05%
PPAR gamma	+	0.7103	71.03%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9802	98.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.88%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.25%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.11%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.06%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.96%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.77%	96.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.86%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.12%	90.71%

Plants that contains it

• Aloe
• Aloe arborescens
• Aloe lateritia var. graminicola
• Aloe vera
• Asphodeline lutea
• Berchemia floribunda
• Endiandra xanthocarpa
• Helichrysum harveyanum
• Hemsleya graciliflora
• Plantago asiatica
• Senna lindheimeriana
• Senna occidentalis

Cross-Links

• PubChem: 97560
• NPASS: NPC231338
• LOTUS: LTS0148946
• wikiData: Q27283860