(6R)-4-methoxy-10,10-dimethyl-6-prop-1-en-2-yl-5,6-dihydronaphtho[2,1-g]chromene-3,7-diol

Details

• Internal ID: c3b0182b-e384-47fa-8f5c-4c0c7b0c030f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (6R)-4-methoxy-10,10-dimethyl-6-prop-1-en-2-yl-5,6-dihydronaphtho[2,1-g]chromene-3,7-diol
• SMILES (Canonical): CC(=C)C1CC2=C(C=CC(=C2OC)O)C3=CC4=C(C=CC(O4)(C)C)C(=C13)O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(C=CC(=C2OC)O)C3=CC4=C(C=CC(O4)(C)C)C(=C13)O
• InChI: InChI=1S/C23H24O4/c1-12(2)15-10-17-13(6-7-18(24)22(17)26-5)16-11-19-14(21(25)20(15)16)8-9-23(3,4)27-19/h6-9,11,15,24-25H,1,10H2,2-5H3/t15-/m1/s1
• InChI Key: OTZDQKLKJSGFPB-OAHLLOKOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₄
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.16745924 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9693	96.93%
Caco-2	+	0.6864	68.64%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5014	50.14%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9313	93.13%
P-glycoprotein inhibitior	-	0.5611	56.11%
P-glycoprotein substrate	+	0.5346	53.46%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	-	0.6273	62.73%
CYP2C9 inhibition	+	0.6148	61.48%
CYP2C19 inhibition	+	0.8653	86.53%
CYP2D6 inhibition	-	0.5962	59.62%
CYP1A2 inhibition	+	0.8068	80.68%
CYP2C8 inhibition	+	0.6151	61.51%
CYP inhibitory promiscuity	+	0.7919	79.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.5714	57.14%
Skin irritation	-	0.7305	73.05%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4600	46.00%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6061	60.61%
skin sensitisation	-	0.7459	74.59%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7688	76.88%
Acute Oral Toxicity (c)	III	0.6767	67.67%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.5766	57.66%
Thyroid receptor binding	+	0.8176	81.76%
Glucocorticoid receptor binding	+	0.8047	80.47%
Aromatase binding	+	0.5448	54.48%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.7602	76.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	99.89%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.78%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.96%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.20%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.25%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.65%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.30%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.71%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.07%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.15%	92.94%
CHEMBL2056	P21728	Dopamine D1 receptor	80.13%	91.00%

Plants that contains it

• Cedrelinga cateniformis

Cross-Links

• PubChem: 15689842
• LOTUS: LTS0166906
• wikiData: Q105199949