11-Hydroxy-7-(2-hydroxypropan-2-yl)-16-methoxy-20,20-dimethyl-18-(3-methylbut-2-enyl)-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4(12),5(9),10,14-tetraene-13,17-dione

Details

• Internal ID: 80e31e47-c296-4426-be74-8a0cd092461d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 11-hydroxy-7-(2-hydroxypropan-2-yl)-16-methoxy-20,20-dimethyl-18-(3-methylbut-2-enyl)-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4(12),5(9),10,14-tetraene-13,17-dione
• SMILES (Canonical): CC(=CCC12C(=O)C3(CC(C14C(=C3)C(=O)C5=C(O4)C6=C(C=C5O)OC(C6)C(C)(C)O)C(O2)(C)C)OC)C
• SMILES (Isomeric): CC(=CCC12C(=O)C3(CC(C14C(=C3)C(=O)C5=C(O4)C6=C(C=C5O)OC(C6)C(C)(C)O)C(O2)(C)C)OC)C
• InChI: InChI=1S/C29H34O8/c1-14(2)8-9-28-24(32)27(34-7)12-16-22(31)21-17(30)11-18-15(10-20(35-18)25(3,4)33)23(21)36-29(16,28)19(13-27)26(5,6)37-28/h8,11-12,19-20,30,33H,9-10,13H2,1-7H3
• InChI Key: HGIQZTZVSSLLND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₈
• Molecular Weight: 510.60 g/mol
• Exact Mass: 510.22536804 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.6458	64.58%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7614	76.14%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8135	81.35%
OATP1B3 inhibitior	-	0.3395	33.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9404	94.04%
P-glycoprotein inhibitior	+	0.7167	71.67%
P-glycoprotein substrate	+	0.5545	55.45%
CYP3A4 substrate	+	0.7018	70.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8323	83.23%
CYP3A4 inhibition	-	0.7546	75.46%
CYP2C9 inhibition	+	0.5089	50.89%
CYP2C19 inhibition	-	0.5067	50.67%
CYP2D6 inhibition	-	0.8408	84.08%
CYP1A2 inhibition	-	0.6025	60.25%
CYP2C8 inhibition	+	0.6931	69.31%
CYP inhibitory promiscuity	-	0.5230	52.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5490	54.90%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8292	82.92%
Skin irritation	-	0.7309	73.09%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7196	71.96%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5906	59.06%
skin sensitisation	-	0.7606	76.06%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6198	61.98%
Acute Oral Toxicity (c)	III	0.3401	34.01%
Estrogen receptor binding	+	0.8012	80.12%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	+	0.6677	66.77%
Glucocorticoid receptor binding	+	0.7696	76.96%
Aromatase binding	+	0.7785	77.85%
PPAR gamma	+	0.7636	76.36%
Honey bee toxicity	-	0.6818	68.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	99.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.39%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.48%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	95.29%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.11%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.18%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.66%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.08%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.07%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.11%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.52%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.42%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.17%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	86.04%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.86%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.58%	94.00%
CHEMBL217	P14416	Dopamine D2 receptor	84.55%	95.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.49%	96.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.78%	95.71%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.70%	95.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.38%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.88%	91.07%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.87%	80.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.15%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.11%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.20%	100.00%

Plants that contains it

• Garcinia cantleyana

Cross-Links

• PubChem: 74218421
• LOTUS: LTS0081717
• wikiData: Q105027777