Culifolin

Details

• Internal ID: c0d5b44f-659e-481e-9ebd-5d16d51acc81
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (E)-3-[2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]prop-2-enoic acid
• SMILES (Canonical): CC(=CCC1=CC(=CC2=C1OC(C=C2)(C)C)C=CC(=O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC2=C1OC(C=C2)(C)C)/C=C/C(=O)O)C
• InChI: InChI=1S/C19H22O3/c1-13(2)5-7-15-11-14(6-8-17(20)21)12-16-9-10-19(3,4)22-18(15)16/h5-6,8-12H,7H2,1-4H3,(H,20,21)/b8-6+
• InChI Key: ZKUFWHYBAKVWMB-SOFGYWHQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL525913
• PM-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7437	74.37%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7526	75.26%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7865	78.65%
P-glycoprotein inhibitior	-	0.7199	71.99%
P-glycoprotein substrate	-	0.7384	73.84%
CYP3A4 substrate	+	0.5229	52.29%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.8750	87.50%
CYP2C9 inhibition	+	0.5231	52.31%
CYP2C19 inhibition	+	0.5710	57.10%
CYP2D6 inhibition	-	0.7974	79.74%
CYP1A2 inhibition	-	0.6450	64.50%
CYP2C8 inhibition	-	0.6110	61.10%
CYP inhibitory promiscuity	+	0.6811	68.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8131	81.31%
Carcinogenicity (trinary)	Non-required	0.7055	70.55%
Eye corrosion	-	0.9809	98.09%
Eye irritation	+	0.7459	74.59%
Skin irritation	-	0.5345	53.45%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6514	65.14%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6541	65.41%
skin sensitisation	+	0.5644	56.44%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5527	55.27%
Acute Oral Toxicity (c)	III	0.7859	78.59%
Estrogen receptor binding	+	0.8812	88.12%
Androgen receptor binding	+	0.5900	59.00%
Thyroid receptor binding	+	0.5513	55.13%
Glucocorticoid receptor binding	+	0.7096	70.96%
Aromatase binding	+	0.8407	84.07%
PPAR gamma	+	0.8220	82.20%
Honey bee toxicity	-	0.8670	86.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	97.37%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.96%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.21%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.96%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.77%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	90.31%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.14%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.44%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.62%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.46%	95.56%

Plants that contains it

• Anodendron affine
• Cedrela salvadorensis
• Galium latoramosum
• Garcinia gummi-gutta
• Hertia cheirifolia
• Licaria chrysophylla
• Ormosia hosiei
• Ornithoglossum viride
• Petasites radiatus
• Schizanthus tricolor
• Sphaeranthus confertifolius

Cross-Links

• PubChem: 9861070
• NPASS: NPC183154