11alpha-Mangostanin

Details

• Internal ID: fb81574b-685f-422c-aa5a-99cfd5718bc2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: (2R)-4,8-dihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrofuro[3,2-b]xanthen-5-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C4=C(C=C3O2)OC(C4)C(C)(C)O)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C4=C(C=C3O2)O[C@H](C4)C(C)(C)O)O)O)OC)C
• InChI: InChI=1S/C24H26O7/c1-11(2)6-7-12-19-16(9-14(25)23(12)29-5)30-17-10-15-13(21(26)20(17)22(19)27)8-18(31-15)24(3,4)28/h6,9-10,18,25-26,28H,7-8H2,1-5H3/t18-/m1/s1
• InChI Key: PDCFTPUXIGMZDM-GOSISDBHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.16785316 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL1080698

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.5572	55.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7043	70.43%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.8495	84.95%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6446	64.46%
P-glycoprotein inhibitior	+	0.6234	62.34%
P-glycoprotein substrate	-	0.6248	62.48%
CYP3A4 substrate	+	0.6255	62.55%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.7435	74.35%
CYP2C9 inhibition	+	0.6300	63.00%
CYP2C19 inhibition	+	0.7568	75.68%
CYP2D6 inhibition	-	0.6517	65.17%
CYP1A2 inhibition	+	0.6152	61.52%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7914	79.14%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5018	50.18%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7466	74.66%
Skin irritation	-	0.7406	74.06%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3951	39.51%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9304	93.04%
Acute Oral Toxicity (c)	III	0.3826	38.26%
Estrogen receptor binding	+	0.9221	92.21%
Androgen receptor binding	+	0.5917	59.17%
Thyroid receptor binding	+	0.5948	59.48%
Glucocorticoid receptor binding	+	0.8208	82.08%
Aromatase binding	+	0.7656	76.56%
PPAR gamma	+	0.8648	86.48%
Honey bee toxicity	-	0.6950	69.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	99.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.49%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.99%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	95.11%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.66%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.35%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.59%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.64%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.44%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.28%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.14%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.03%	92.62%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.66%	92.68%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.95%	98.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.36%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.26%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.14%	96.90%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia cowa
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 46880204
• NPASS: NPC170245
• LOTUS: LTS0069820
• wikiData: Q105206305