6-[(1R)-2,2-dimethylcyclopropyl]furo[3,2-g]chromen-7-one

Details

• Internal ID: ef7f788b-d6b4-40d9-92e1-2ba80a010fd8
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 6-[(1R)-2,2-dimethylcyclopropyl]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC1(CC1C2=CC3=C(C=C4C(=C3)C=CO4)OC2=O)C
• SMILES (Isomeric): CC1(C[C@H]1C2=CC3=C(C=C4C(=C3)C=CO4)OC2=O)C
• InChI: InChI=1S/C16H14O3/c1-16(2)8-12(16)11-6-10-5-9-3-4-18-13(9)7-14(10)19-15(11)17/h3-7,12H,8H2,1-2H3/t12-/m0/s1
• InChI Key: IXLICOBIKMGSAV-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 3
• 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	+	0.9964	99.64%
Caco-2	+	0.8899	88.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7536	75.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6388	63.88%
P-glycoprotein inhibitior	-	0.7334	73.34%
P-glycoprotein substrate	-	0.6985	69.85%
CYP3A4 substrate	+	0.5159	51.59%
CYP2C9 substrate	-	0.6066	60.66%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	+	0.6947	69.47%
CYP2C9 inhibition	+	0.6589	65.89%
CYP2C19 inhibition	+	0.5615	56.15%
CYP2D6 inhibition	-	0.8496	84.96%
CYP1A2 inhibition	-	0.5326	53.26%
CYP2C8 inhibition	-	0.8491	84.91%
CYP inhibitory promiscuity	-	0.5845	58.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4532	45.32%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9796	97.96%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7754	77.54%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7270	72.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5235	52.35%
Acute Oral Toxicity (c)	III	0.4476	44.76%
Estrogen receptor binding	+	0.6526	65.26%
Androgen receptor binding	+	0.6403	64.03%
Thyroid receptor binding	+	0.5340	53.40%
Glucocorticoid receptor binding	+	0.7168	71.68%
Aromatase binding	+	0.7571	75.71%
PPAR gamma	+	0.6299	62.99%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	97.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.93%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.36%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.59%	99.23%

Plants that contains it

• Ruta chalepensis
• Ruta graveolens

Cross-Links

• PubChem: 163083145
• LOTUS: LTS0043598
• wikiData: Q105122242