Lunatin

Details

• Internal ID: 53378d96-c251-42b6-a5f5-5698ace3e2f0
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,8-trihydroxy-6-methoxyanthracene-9,10-dione
• SMILES (Canonical): COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O
• InChI: InChI=1S/C15H10O6/c1-21-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-6(16)3-10(12)17/h2-5,16-18H,1H3
• InChI Key: DGZZHABEBFUFSC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 1,3,8-trihydroxy-6-methoxyanthracene-9,10-dione
• CHEMBL459700
• SCHEMBL16226694
• DTXSID501336405
• 1,3,8-trihydroxy-6-methoxyanthraquinone
• 1,3,8-trihydroxy-6-methoxy-anthraquinone
• 1,3,8-trihydroxy-6-methoxyanthra-9,10-quinone
• 9,10-anthracenedione, 1,3,8-trihydroxy-6-methoxy-
• InChI=1/C15H10O6/c1-21-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-6(16)3-10(12)17/h2-5,16-18H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	+	0.6709	67.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8048	80.48%
OATP2B1 inhibitior	-	0.7054	70.54%
OATP1B1 inhibitior	+	0.9393	93.93%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9029	90.29%
P-glycoprotein inhibitior	-	0.8378	83.78%
P-glycoprotein substrate	-	0.9783	97.83%
CYP3A4 substrate	-	0.5710	57.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.5885	58.85%
CYP2C9 inhibition	+	0.7763	77.63%
CYP2C19 inhibition	+	0.5406	54.06%
CYP2D6 inhibition	-	0.6545	65.45%
CYP1A2 inhibition	+	0.9456	94.56%
CYP2C8 inhibition	-	0.8249	82.49%
CYP inhibitory promiscuity	-	0.5390	53.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8096	80.96%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9854	98.54%
Eye irritation	+	0.9627	96.27%
Skin irritation	-	0.5550	55.50%
Skin corrosion	-	0.9146	91.46%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7946	79.46%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.9404	94.04%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7973	79.73%
Acute Oral Toxicity (c)	III	0.4697	46.97%
Estrogen receptor binding	+	0.8349	83.49%
Androgen receptor binding	+	0.6253	62.53%
Thyroid receptor binding	-	0.5651	56.51%
Glucocorticoid receptor binding	+	0.8337	83.37%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.6717	67.17%
Honey bee toxicity	-	0.9060	90.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9525	95.25%

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	95.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.67%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL4208	P20618	Proteasome component C5	93.70%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.63%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.54%	96.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.80%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.39%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.72%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.45%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL2535	P11166	Glucose transporter	82.22%	98.75%

Plants that contains it

• Andrographis neesiana
• Coreopsis tinctoria
• Magnolia ovata

Cross-Links

• PubChem: 636723
• NPASS: NPC19896
• LOTUS: LTS0001136
• wikiData: Q55754239