(16R)-11,18,21-trihydroxy-19-methoxy-7,7-dimethyl-16-prop-1-en-2-yl-2,8-dioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one

Details

• Internal ID: cd943009-1385-4c98-82ce-a3cb51019351
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: (16R)-11,18,21-trihydroxy-19-methoxy-7,7-dimethyl-16-prop-1-en-2-yl-2,8-dioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one
• SMILES (Canonical): CC(=C)C1CC2=C(C3=C1C(=C(C=C3O)OC)O)OC4=C(C2=O)C(=CC5=C4C=CC(O5)(C)C)O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(C3=C1C(=C(C=C3O)OC)O)OC4=C(C2=O)C(=CC5=C4C=CC(O5)(C)C)O
• InChI: InChI=1S/C26H24O7/c1-11(2)13-8-14-22(29)21-16(28)9-17-12(6-7-26(3,4)33-17)24(21)32-25(14)20-15(27)10-18(31-5)23(30)19(13)20/h6-7,9-10,13,27-28,30H,1,8H2,2-5H3/t13-/m1/s1
• InChI Key: JBNMCXJOVKMBOP-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₄O₇
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.15220310 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.5863	58.63%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6373	63.73%
OATP2B1 inhibitior	-	0.7075	70.75%
OATP1B1 inhibitior	+	0.8865	88.65%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7934	79.34%
P-glycoprotein inhibitior	+	0.6922	69.22%
P-glycoprotein substrate	+	0.6200	62.00%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8161	81.61%
CYP3A4 inhibition	-	0.5773	57.73%
CYP2C9 inhibition	-	0.5097	50.97%
CYP2C19 inhibition	+	0.8825	88.25%
CYP2D6 inhibition	-	0.5973	59.73%
CYP1A2 inhibition	+	0.6703	67.03%
CYP2C8 inhibition	+	0.6661	66.61%
CYP inhibitory promiscuity	+	0.7468	74.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.6614	66.14%
Skin irritation	-	0.7132	71.32%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4318	43.18%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.7553	75.53%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.6590	65.90%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.7190	71.90%
Thyroid receptor binding	+	0.6682	66.82%
Glucocorticoid receptor binding	+	0.8045	80.45%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.7839	78.39%
Honey bee toxicity	-	0.6614	66.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9917	99.17%

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	99.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.98%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.73%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.41%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.14%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.88%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.25%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.73%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.28%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.58%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	85.95%	91.19%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.68%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.15%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.97%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.10%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.29%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.25%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.40%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.11%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.10%	98.75%

Plants that contains it

• Artocarpus altilis
• Erysimum rhaeticum

Cross-Links

• PubChem: 163192992
• LOTUS: LTS0090449
• wikiData: Q105028887