(1R,2R,3R)-5,7-dimethoxy-2-phenyl-3-prop-1-en-2-yl-1,2,3,4-tetrahydronaphthalen-1-ol

Details

• Internal ID: 5ced13b5-ab37-404d-907a-64b74c24b0c3
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: (1R,2R,3R)-5,7-dimethoxy-2-phenyl-3-prop-1-en-2-yl-1,2,3,4-tetrahydronaphthalen-1-ol
• SMILES (Canonical): CC(=C)C1CC2=C(C=C(C=C2OC)OC)C(C1C3=CC=CC=C3)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC2=C(C=C(C=C2OC)OC)[C@@H]([C@H]1C3=CC=CC=C3)O
• InChI: InChI=1S/C21H24O3/c1-13(2)16-12-17-18(10-15(23-3)11-19(17)24-4)21(22)20(16)14-8-6-5-7-9-14/h5-11,16,20-22H,1,12H2,2-4H3/t16-,20-,21-/m0/s1
• InChI Key: FOIFXGNTOSLLEH-NDXORKPFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₃
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.17254462 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8251	82.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7077	70.77%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6670	66.70%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7001	70.01%
CYP3A4 substrate	+	0.5116	51.16%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	+	0.4936	49.36%
CYP3A4 inhibition	-	0.5635	56.35%
CYP2C9 inhibition	-	0.5421	54.21%
CYP2C19 inhibition	+	0.7357	73.57%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	+	0.7851	78.51%
CYP2C8 inhibition	+	0.6655	66.55%
CYP inhibitory promiscuity	+	0.8746	87.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8195	81.95%
Carcinogenicity (trinary)	Non-required	0.5816	58.16%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.7021	70.21%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8202	82.02%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7822	78.22%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6468	64.68%
Acute Oral Toxicity (c)	III	0.6199	61.99%
Estrogen receptor binding	+	0.6977	69.77%
Androgen receptor binding	+	0.5569	55.69%
Thyroid receptor binding	+	0.7542	75.42%
Glucocorticoid receptor binding	+	0.6337	63.37%
Aromatase binding	-	0.5532	55.32%
PPAR gamma	+	0.5514	55.14%
Honey bee toxicity	-	0.8630	86.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL240	Q12809	HERG	94.50%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.59%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.30%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.76%	85.14%
CHEMBL2535	P11166	Glucose transporter	86.00%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.48%	92.62%
CHEMBL2056	P21728	Dopamine D1 receptor	82.92%	91.00%
CHEMBL2581	P07339	Cathepsin D	82.66%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.41%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.78%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	80.73%	91.49%

Plants that contains it

• Carex distachya

Cross-Links

• PubChem: 11674241
• LOTUS: LTS0172080
• wikiData: Q104998784