methyl (7R)-7,14-dihydroxy-18,18-dimethyl-5,12-dioxo-9-prop-1-en-2-yl-2,17-dioxapentacyclo[11.8.0.03,11.04,8.016,21]henicosa-1(13),3,8,10,14,16(21),19-heptaene-7-carboxylate

Details

• Internal ID: 4809a2a4-ed35-42c6-94da-b8217ca97309
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: methyl (7R)-7,14-dihydroxy-18,18-dimethyl-5,12-dioxo-9-prop-1-en-2-yl-2,17-dioxapentacyclo[11.8.0.03,11.04,8.016,21]henicosa-1(13),3,8,10,14,16(21),19-heptaene-7-carboxylate
• SMILES (Canonical): CC(=C)C1=C2C(=C3C(=C1)C(=O)C4=C(O3)C5=C(C=C4O)OC(C=C5)(C)C)C(=O)CC2(C(=O)OC)O
• SMILES (Isomeric): CC(=C)C1=C2C(=C3C(=C1)C(=O)C4=C(O3)C5=C(C=C4O)OC(C=C5)(C)C)C(=O)C[C@@]2(C(=O)OC)O
• InChI: InChI=1S/C26H22O8/c1-11(2)13-8-14-21(29)19-15(27)9-17-12(6-7-25(3,4)34-17)22(19)33-23(14)18-16(28)10-26(31,20(13)18)24(30)32-5/h6-9,27,31H,1,10H2,2-5H3/t26-/m1/s1
• InChI Key: ZYXATNOZMULVQS-AREMUKBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₂O₈
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.13146766 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	-	0.7046	70.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6535	65.35%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.8677	86.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8288	82.88%
P-glycoprotein inhibitior	+	0.6832	68.32%
P-glycoprotein substrate	+	0.6334	63.34%
CYP3A4 substrate	+	0.6740	67.40%
CYP2C9 substrate	+	0.6258	62.58%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	+	0.5495	54.95%
CYP2C9 inhibition	-	0.6965	69.65%
CYP2C19 inhibition	-	0.5884	58.84%
CYP2D6 inhibition	-	0.8182	81.82%
CYP1A2 inhibition	-	0.7603	76.03%
CYP2C8 inhibition	+	0.5945	59.45%
CYP inhibitory promiscuity	-	0.7468	74.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4552	45.52%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7427	74.27%
Skin irritation	-	0.7553	75.53%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3922	39.22%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5334	53.34%
skin sensitisation	-	0.6339	63.39%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5619	56.19%
Acute Oral Toxicity (c)	III	0.4465	44.65%
Estrogen receptor binding	+	0.8187	81.87%
Androgen receptor binding	+	0.7524	75.24%
Thyroid receptor binding	+	0.6114	61.14%
Glucocorticoid receptor binding	+	0.7798	77.98%
Aromatase binding	+	0.6863	68.63%
PPAR gamma	+	0.7227	72.27%
Honey bee toxicity	-	0.6968	69.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9726	97.26%

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	99.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.16%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.15%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.65%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	94.44%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.32%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.02%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.51%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.65%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.16%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.87%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.34%	94.42%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.68%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.01%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.52%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.10%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.33%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.08%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.29%	96.67%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.25%	80.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.14%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.46%	89.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.42%	93.04%

Plants that contains it

• Artocarpus kemando
• Artocarpus rigidus

Cross-Links

• PubChem: 162888340
• LOTUS: LTS0152730
• wikiData: Q105386498