Capillobenzopyranol

Details

• Internal ID: 596c7327-1ab0-414f-8b59-c230c7b16bfa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (2R)-2,7-dimethyl-2-[(E)-4-methyl-5-(4-methylfuran-2-yl)pent-3-enyl]chromen-6-ol
• SMILES (Canonical): CC1=CC2=C(C=CC(O2)(C)CCC=C(C)CC3=CC(=CO3)C)C=C1O
• SMILES (Isomeric): CC1=CC2=C(C=C[C@@](O2)(C)CC/C=C(\C)/CC3=CC(=CO3)C)C=C1O
• InChI: InChI=1S/C22H26O3/c1-15(10-19-11-16(2)14-24-19)6-5-8-22(4)9-7-18-13-20(23)17(3)12-21(18)25-22/h6-7,9,11-14,23H,5,8,10H2,1-4H3/b15-6+/t22-/m1/s1
• InChI Key: VSUOGDPUZWQBKJ-KSBRZHAFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₃
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.18819469 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL1095581

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6503	65.03%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7310	73.10%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8813	88.13%
P-glycoprotein inhibitior	-	0.4309	43.09%
P-glycoprotein substrate	-	0.6254	62.54%
CYP3A4 substrate	+	0.6095	60.95%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.6614	66.14%
CYP3A4 inhibition	-	0.5128	51.28%
CYP2C9 inhibition	-	0.8397	83.97%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.8887	88.87%
CYP1A2 inhibition	-	0.5124	51.24%
CYP2C8 inhibition	+	0.6525	65.25%
CYP inhibitory promiscuity	+	0.5682	56.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5699	56.99%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.8456	84.56%
Skin irritation	-	0.7168	71.68%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8798	87.98%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.7646	76.46%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7635	76.35%
Acute Oral Toxicity (c)	III	0.5307	53.07%
Estrogen receptor binding	+	0.8877	88.77%
Androgen receptor binding	-	0.4881	48.81%
Thyroid receptor binding	+	0.8010	80.10%
Glucocorticoid receptor binding	+	0.7159	71.59%
Aromatase binding	+	0.6947	69.47%
PPAR gamma	+	0.8872	88.72%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9952	99.52%

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%
CHEMBL3401	O75469	Pregnane X receptor	94.83%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.13%	94.80%
CHEMBL4208	P20618	Proteasome component C5	85.80%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.26%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.04%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.00%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.01%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46886865
• LOTUS: LTS0098156
• wikiData: Q105292530