(1R,9S,13S,16R)-3,6,13-trihydroxy-9-methyl-15-oxatetracyclo[7.6.1.02,7.013,16]hexadeca-2,4,6-trien-10-one

Details

• Internal ID: 7e91e514-e993-49ea-8cc0-cc456b40bdf0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,9S,13S,16R)-3,6,13-trihydroxy-9-methyl-15-oxatetracyclo[7.6.1.02,7.013,16]hexadeca-2,4,6-trien-10-one
• InChI: InChI=1S/C16H18O5/c1-15-6-8-9(17)2-3-10(18)12(8)13-14(15)16(20,7-21-13)5-4-11(15)19/h2-3,13-14,17-18,20H,4-7H2,1H3/t13-,14-,15+,16+/m0/s1
• InChI Key: GWYBCYFUPXXLPZ-CAOSSQGBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.7506	75.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8319	83.19%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7181	71.81%
BSEP inhibitior	-	0.7883	78.83%
P-glycoprotein inhibitior	-	0.9537	95.37%
P-glycoprotein substrate	-	0.9011	90.11%
CYP3A4 substrate	+	0.5703	57.03%
CYP2C9 substrate	-	0.5776	57.76%
CYP2D6 substrate	-	0.7656	76.56%
CYP3A4 inhibition	-	0.7462	74.62%
CYP2C9 inhibition	-	0.7659	76.59%
CYP2C19 inhibition	-	0.7534	75.34%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	+	0.6113	61.13%
CYP2C8 inhibition	-	0.7391	73.91%
CYP inhibitory promiscuity	-	0.8943	89.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4475	44.75%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.7715	77.15%
Skin irritation	-	0.6157	61.57%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8354	83.54%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5695	56.95%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5318	53.18%
Acute Oral Toxicity (c)	III	0.5784	57.84%
Estrogen receptor binding	+	0.5827	58.27%
Androgen receptor binding	+	0.6216	62.16%
Thyroid receptor binding	-	0.5543	55.43%
Glucocorticoid receptor binding	+	0.8346	83.46%
Aromatase binding	-	0.6489	64.89%
PPAR gamma	+	0.5343	53.43%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9786	97.86%

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	99.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.18%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.66%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.79%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	87.56%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.22%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.18%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	84.37%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.33%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.47%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.74%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.55%	82.69%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.52%	99.15%

Plants that contains it

• Cordia glazioviana

Cross-Links

• PubChem: 10708611
• LOTUS: LTS0150700
• wikiData: Q105022898