(4R)-2',7-dihydroxy-5'-methoxyspiro[2,3-dihydro-1H-naphthalene-4,4'-cyclohexa-2,5-diene]-1'-one

Details

• Internal ID: 4d0e1f3d-9745-4f21-b912-8bb56fe83d0f
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (4R)-2',7-dihydroxy-5'-methoxyspiro[2,3-dihydro-1H-naphthalene-4,4'-cyclohexa-2,5-diene]-1'-one
• InChI: InChI=1S/C16H16O4/c1-20-15-8-13(18)14(19)9-16(15)6-2-3-10-7-11(17)4-5-12(10)16/h4-5,7-9,17,19H,2-3,6H2,1H3/t16-/m1/s1
• InChI Key: GTYGLNVWIMJYFI-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8616	86.16%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.6180	61.80%
P-glycoprotein inhibitior	-	0.9116	91.16%
P-glycoprotein substrate	-	0.7879	78.79%
CYP3A4 substrate	+	0.6219	62.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7997	79.97%
CYP3A4 inhibition	-	0.8538	85.38%
CYP2C9 inhibition	-	0.5184	51.84%
CYP2C19 inhibition	+	0.5669	56.69%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	+	0.8602	86.02%
CYP2C8 inhibition	-	0.6937	69.37%
CYP inhibitory promiscuity	+	0.5369	53.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8563	85.63%
Carcinogenicity (trinary)	Non-required	0.4589	45.89%
Eye corrosion	-	0.9822	98.22%
Eye irritation	+	0.8521	85.21%
Skin irritation	-	0.5566	55.66%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7346	73.46%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5497	54.97%
skin sensitisation	-	0.7706	77.06%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7073	70.73%
Acute Oral Toxicity (c)	III	0.5789	57.89%
Estrogen receptor binding	+	0.9199	91.99%
Androgen receptor binding	+	0.7813	78.13%
Thyroid receptor binding	+	0.5284	52.84%
Glucocorticoid receptor binding	+	0.8828	88.28%
Aromatase binding	+	0.5937	59.37%
PPAR gamma	+	0.8057	80.57%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9740	97.40%

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	99.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.09%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.38%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.14%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.52%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.60%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.23%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.00%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.18%	85.14%

Plants that contains it

• Dalbergia louvelii

Cross-Links

• PubChem: 162844461
• LOTUS: LTS0043946
• wikiData: Q105019649