Morindin

Details

• Internal ID: e0509984-352d-4b01-820f-70bfdfb7bcc8
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,5-dihydroxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c1-8-2-3-9-14(16(8)28)17(29)10-4-5-12(20(32)15(10)18(9)30)39-26-24(36)22(34)21(33)13(40-26)7-38-25-23(35)19(31)11(27)6-37-25/h2-5,11,13,19,21-28,31-36H,6-7H2,1H3/t11-,13-,19+,21-,22+,23-,24-,25+,26-/m1/s1
• InChI Key: UVLAQGRQOILFBG-UHCLWRNRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.18
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

• 60450-21-7
• 1,5-dihydroxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
• D56N4L816F
• MORINDIN [MI]
• MORINDINE, (-)-
• UNII-D56N4L816F
• Morindone 6-beta-primeveroside
• DTXSID60209193
• AKOS040734659
• MORINDONE 3-O-.BETA.-PRIMEVEROSIDE
• Q27276109
• 1,5-DIHYDROXY-2-METHYL-6-((6-O-.BETA.-D-XYLOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-9,10-ANTHRACENEDIONE
• 1,5-Dihydroxy-2-methyl-6-((6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy)-9,10-anthracenedione
• 9,10-ANTHRACENEDIONE, 1,5-DIHYDROXY-2-METHYL-6-((6-O-.BETA.-D-XYLOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-
• 9,10-Anthracenedione, 1,5-dihydroxy-2-methyl-6-((6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6161	61.61%
Caco-2	-	0.9038	90.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6071	60.71%
OATP2B1 inhibitior	-	0.7090	70.90%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4558	45.58%
P-glycoprotein inhibitior	-	0.6865	68.65%
P-glycoprotein substrate	-	0.6461	64.61%
CYP3A4 substrate	+	0.6284	62.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.9401	94.01%
CYP2C9 inhibition	-	0.9501	95.01%
CYP2C19 inhibition	-	0.9203	92.03%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8602	86.02%
CYP2C8 inhibition	-	0.5965	59.65%
CYP inhibitory promiscuity	-	0.9545	95.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6810	68.10%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.7546	75.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3721	37.21%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.7170	71.70%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8420	84.20%
Acute Oral Toxicity (c)	III	0.6200	62.00%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	-	0.5431	54.31%
Thyroid receptor binding	-	0.5643	56.43%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6573	65.73%
PPAR gamma	+	0.6751	67.51%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9104	91.04%

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	97.87%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.50%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.08%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.02%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.34%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	89.27%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.56%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.97%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.93%	96.90%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.00%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.90%	89.62%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.59%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.21%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.02%	100.00%
CHEMBL260	Q16539	MAP kinase p38 alpha	82.25%	97.78%
CHEMBL4208	P20618	Proteasome component C5	80.65%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.64%	95.83%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.62%	96.67%

Plants that contains it

• Gynochthodes officinalis
• Morinda citrifolia
• Morus alba

Cross-Links

• PubChem: 151621
• NPASS: NPC7478
• LOTUS: LTS0237459
• wikiData: Q27276109