(4R,8S)-2,18-dihydroxy-7,9,13-trioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),5,11,14,16,18-heptaen-20-one

Details

• Internal ID: 72235c5f-7e3d-45b0-bf4a-d4f6557cf794
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (4R,8S)-2,18-dihydroxy-7,9,13-trioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),5,11,14,16,18-heptaen-20-one
• SMILES (Canonical): C1=CC(=C2C(=C1)OC3=CC4=C(C5C=COC5O4)C(=C3C2=O)O)O
• SMILES (Isomeric): C1=CC(=C2C(=C1)OC3=CC4=C([C@H]5C=CO[C@H]5O4)C(=C3C2=O)O)O
• InChI: InChI=1S/C17H10O6/c18-8-2-1-3-9-13(8)16(20)14-11(22-9)6-10-12(15(14)19)7-4-5-21-17(7)23-10/h1-7,17-19H/t7-,17+/m1/s1
• InChI Key: CWYJYLXZMAUSNI-GJEGPGMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀O₆
• Molecular Weight: 310.26 g/mol
• Exact Mass: 310.04773803 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.6865	68.65%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7185	71.85%
OATP2B1 inhibitior	-	0.7084	70.84%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8734	87.34%
P-glycoprotein inhibitior	-	0.5388	53.88%
P-glycoprotein substrate	-	0.8135	81.35%
CYP3A4 substrate	+	0.5477	54.77%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	+	0.6573	65.73%
CYP2C9 inhibition	+	0.8722	87.22%
CYP2C19 inhibition	+	0.6496	64.96%
CYP2D6 inhibition	-	0.6907	69.07%
CYP1A2 inhibition	+	0.6595	65.95%
CYP2C8 inhibition	+	0.5425	54.25%
CYP inhibitory promiscuity	+	0.5770	57.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4080	40.80%
Eye corrosion	-	0.9783	97.83%
Eye irritation	+	0.6875	68.75%
Skin irritation	+	0.5926	59.26%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	+	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7898	78.98%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6639	66.39%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8299	82.99%
Acute Oral Toxicity (c)	II	0.7060	70.60%
Estrogen receptor binding	+	0.8963	89.63%
Androgen receptor binding	+	0.7483	74.83%
Thyroid receptor binding	+	0.6112	61.12%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	+	0.8066	80.66%
PPAR gamma	+	0.8943	89.43%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	96.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.44%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.55%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.04%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	89.54%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.68%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.72%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.85%	99.15%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.99%	83.10%
CHEMBL1951	P21397	Monoamine oxidase A	80.95%	91.49%
CHEMBL3194	P02766	Transthyretin	80.27%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163188136
• LOTUS: LTS0145720
• wikiData: Q104971675