(8R)-10-methoxy-4,8,12-trimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraen-3-one

Details

• Internal ID: 87d2e423-b156-42b7-bca8-46c5c73dfce5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: (8R)-10-methoxy-4,8,12-trimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraen-3-one
• SMILES (Canonical): CC1COC2=C(C(=O)OC3=C2C1=C(C=C3C)OC)C
• SMILES (Isomeric): C[C@H]1COC2=C(C(=O)OC3=C2C1=C(C=C3C)OC)C
• InChI: InChI=1S/C15H16O4/c1-7-5-10(17-4)11-8(2)6-18-14-9(3)15(16)19-13(7)12(11)14/h5,8H,6H2,1-4H3/t8-/m0/s1
• InChI Key: TUHUIFVCBMJRTC-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.7602	76.02%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6273	62.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9370	93.70%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6020	60.20%
P-glycoprotein inhibitior	-	0.8001	80.01%
P-glycoprotein substrate	-	0.6893	68.93%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	-	0.6600	66.00%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.7522	75.22%
CYP2C9 inhibition	-	0.5248	52.48%
CYP2C19 inhibition	+	0.5223	52.23%
CYP2D6 inhibition	-	0.8636	86.36%
CYP1A2 inhibition	+	0.8910	89.10%
CYP2C8 inhibition	-	0.7785	77.85%
CYP inhibitory promiscuity	+	0.5603	56.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.9713	97.13%
Eye irritation	+	0.5343	53.43%
Skin irritation	-	0.8220	82.20%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	+	0.6699	66.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4376	43.76%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8512	85.12%
Acute Oral Toxicity (c)	III	0.4817	48.17%
Estrogen receptor binding	-	0.4897	48.97%
Androgen receptor binding	+	0.6394	63.94%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	+	0.6302	63.02%
Aromatase binding	-	0.6013	60.13%
PPAR gamma	+	0.6109	61.09%
Honey bee toxicity	-	0.7231	72.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	94.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.24%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.71%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.88%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.28%	94.80%
CHEMBL4581	P52732	Kinesin-like protein 1	81.52%	93.18%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.01%	89.62%

Plants that contains it

• Mansonia gagei

Cross-Links

• PubChem: 23651869
• LOTUS: LTS0054678
• wikiData: Q105264782