(13R)-10,13-dihydroxy-8,14-dioxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2,4,6,9,11,16(20),17-octaen-15-one

Details

• Internal ID: 7504c73f-af45-4628-86ca-1bdbaf64abfa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes > Benzoxanthenes
• IUPAC Name: (13R)-10,13-dihydroxy-8,14-dioxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2,4,6,9,11,16(20),17-octaen-15-one
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C4C5=C(C=C3)C(=O)OC(C5=CC(=C4O2)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C4C5=C(C=C3)C(=O)O[C@H](C5=CC(=C4O2)O)O
• InChI: InChI=1S/C18H10O5/c19-12-7-11-14-10(17(20)23-18(11)21)6-5-9-8-3-1-2-4-13(8)22-16(12)15(9)14/h1-7,18-19,21H/t18-/m1/s1
• InChI Key: YKOZPDXFYYNZLM-GOSISDBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₀O₅
• Molecular Weight: 306.30 g/mol
• Exact Mass: 306.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• 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	+	0.9455	94.55%
Caco-2	-	0.8284	82.84%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	0.7066	70.66%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8039	80.39%
P-glycoprotein inhibitior	-	0.5422	54.22%
P-glycoprotein substrate	-	0.6945	69.45%
CYP3A4 substrate	+	0.5858	58.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.8197	81.97%
CYP2C9 inhibition	+	0.5325	53.25%
CYP2C19 inhibition	-	0.7359	73.59%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	+	0.6553	65.53%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8148	81.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.5661	56.61%
Skin irritation	+	0.6165	61.65%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	+	0.6056	60.56%
Human Ether-a-go-go-Related Gene inhibition	-	0.8623	86.23%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8293	82.93%
Acute Oral Toxicity (c)	II	0.6036	60.36%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	+	0.8090	80.90%
Thyroid receptor binding	+	0.6252	62.52%
Glucocorticoid receptor binding	+	0.8146	81.46%
Aromatase binding	+	0.8034	80.34%
PPAR gamma	+	0.9393	93.93%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8318	83.18%

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	99.60%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.33%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.63%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.30%	99.23%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.13%	91.49%
CHEMBL4530	P00488	Coagulation factor XIII	83.73%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.48%	99.15%
CHEMBL2535	P11166	Glucose transporter	83.44%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.42%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.95%	93.65%

Plants that contains it

• Xiphidium caeruleum

Cross-Links

• PubChem: 162922644
• LOTUS: LTS0229104
• wikiData: Q104969819