Morindone

Details

• Internal ID: 1e5afc01-a5b6-4aba-9e66-5812ea828fdf
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2,5-trihydroxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O)O
• InChI: InChI=1S/C15H10O5/c1-6-2-3-7-10(12(6)17)13(18)8-4-5-9(16)15(20)11(8)14(7)19/h2-5,16-17,20H,1H3
• InChI Key: BATFHSIVMJJJAF-UHFFFAOYSA-N
• Popularity: 8 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

• 478-29-5
• 9,10-Anthracenedione, 1,2,5-trihydroxy-6-methyl-
• PB6GBU5T6V
• 1,2,5-trihydroxy-6-methylanthracene-9,10-dione
• C10376
• 1,2,5-Trihydroxy-6-methyl-9,10-anthracenedione
• 1,2,5-trihydroxy-6-methyl-anthracene-9,10-dione
• AC1L9DCT
• Morindon
• UNII-PB6GBU5T6V
• SureCN10909836
• CHEBI:7000
• SCHEMBL10909836
• 1,5,6-TRIHYDROXY-2-METHYL-ANTHRACENE-9,10-DIONE
• DTXSID80197280
• 1,2,5-trihydroxy-6-methylanthraquinone
• C.I. 75430
• ANTHRAQUINONE, 1,2,5-TRIHYDROXY-6-METHYL-
• Q6912244
• 1,2,5-TRIHYDROXY-6-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.5917	59.17%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.6948	69.48%
OATP1B1 inhibitior	+	0.9468	94.68%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7579	75.79%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.9540	95.40%
CYP3A4 substrate	-	0.6320	63.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	+	0.6307	63.07%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	+	0.9087	90.87%
CYP2C8 inhibition	-	0.9372	93.72%
CYP inhibitory promiscuity	-	0.8441	84.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Warning	0.4989	49.89%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.8741	87.41%
Skin irritation	+	0.7028	70.28%
Skin corrosion	-	0.7698	76.98%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8150	81.50%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7232	72.32%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.6158	61.58%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	+	0.6703	67.03%
Thyroid receptor binding	-	0.7206	72.06%
Glucocorticoid receptor binding	+	0.9078	90.78%
Aromatase binding	+	0.5337	53.37%
PPAR gamma	+	0.6282	62.82%
Honey bee toxicity	-	0.9750	97.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	97.13%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.82%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.74%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.99%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.85%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.09%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.80%	93.65%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.51%	90.93%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.35%	95.64%

Plants that contains it

• Croton steenkampianus
• Daphne aurantiaca
• Garcinia cantleyana
• Hymenodictyon orixense
• Lonicera korolkowii
• Morinda citrifolia
• Morinda lucida
• Neonauclea calycina
• Philotheca brucei
• Portulaca pilosa
• Pteridium aquilinum

Cross-Links

• PubChem: 442756
• NPASS: NPC3356
• LOTUS: LTS0113222
• wikiData: Q6912244