Cratoxyxanthone

Details

• Internal ID: f43879cd-bd5d-4e17-b88d-cf4193b23f27
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: (2R,3S)-4,8-dihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-enyl)-3-[1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)-9-oxoxanthen-4-yl]-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(C4C5=C(C(=C(C6=C5OC7=C(C6=O)C(=C(C(=C7)O)OC)CC=C(C)C)O)CC=C(C)C)O)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]([C@@H]4C5=C(C(=C(C6=C5OC7=C(C6=O)C(=C(C(=C7)O)OC)CC=C(C)C)O)CC=C(C)C)O)C(C)(C)O)O)O)OC)C
• InChI: InChI=1S/C48H50O13/c1-20(2)11-14-23-32-28(17-26(49)44(23)57-9)59-31-19-30-34(43(55)35(31)41(32)53)36(47(61-30)48(7,8)56)37-39(51)25(16-13-22(5)6)40(52)38-42(54)33-24(15-12-21(3)4)45(58-10)27(50)18-29(33)60-46(37)38/h11-13,17-19,36,47,49-52,55-56H,14-16H2,1-10H3/t36-,47+/m0/s1
• InChI Key: TXRIJCKIVJGAAY-OBVMIHPSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₀O₁₃
• Molecular Weight: 834.90 g/mol
• Exact Mass: 834.32514165 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 8.94
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

• CHEMBL1076209
• BDBM50311744

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	-	0.8530	85.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	+	0.5739	57.39%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.8436	84.36%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9227	92.27%
P-glycoprotein inhibitior	+	0.7778	77.78%
P-glycoprotein substrate	-	0.5511	55.11%
CYP3A4 substrate	+	0.6502	65.02%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.5099	50.99%
CYP2C9 inhibition	+	0.8299	82.99%
CYP2C19 inhibition	+	0.7126	71.26%
CYP2D6 inhibition	-	0.6968	69.68%
CYP1A2 inhibition	-	0.5182	51.82%
CYP2C8 inhibition	+	0.6517	65.17%
CYP inhibitory promiscuity	+	0.8784	87.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5146	51.46%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7548	75.48%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8555	85.55%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8123	81.23%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8741	87.41%
Acute Oral Toxicity (c)	III	0.3624	36.24%
Estrogen receptor binding	+	0.8224	82.24%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	+	0.5832	58.32%
Glucocorticoid receptor binding	+	0.7995	79.95%
Aromatase binding	+	0.6609	66.09%
PPAR gamma	+	0.7651	76.51%
Honey bee toxicity	-	0.7076	70.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	99.33%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.17%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.91%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.90%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.19%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.04%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.35%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.28%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.60%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.33%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.12%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.07%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.12%	92.62%

Plants that contains it

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

Cross-Links

• PubChem: 46879489
• NPASS: NPC150977
• LOTUS: LTS0130968
• wikiData: Q104400137