(4S)-6,7-dihydroxy-2',8-dimethoxyspiro[2,3-dihydro-1H-naphthalene-4,4'-cyclohexa-2,5-diene]-1'-one

Details

• Internal ID: cab83a5b-3e3a-4b35-b9e2-70c1c793b87c
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (4S)-6,7-dihydroxy-2',8-dimethoxyspiro[2,3-dihydro-1H-naphthalene-4,4'-cyclohexa-2,5-diene]-1'-one
• SMILES (Canonical): COC1=CC2(CCCC3=C(C(=C(C=C32)O)O)OC)C=CC1=O
• SMILES (Isomeric): COC1=C[C@]2(CCCC3=C(C(=C(C=C32)O)O)OC)C=CC1=O
• InChI: InChI=1S/C17H18O5/c1-21-14-9-17(7-5-12(14)18)6-3-4-10-11(17)8-13(19)15(20)16(10)22-2/h5,7-9,19-20H,3-4,6H2,1-2H3/t17-/m0/s1
• InChI Key: OJQQUUXGNPFNEZ-KRWDZBQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 5
• 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	+	0.9816	98.16%
Caco-2	+	0.7646	76.46%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8557	85.57%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.5074	50.74%
P-glycoprotein inhibitior	-	0.9052	90.52%
P-glycoprotein substrate	-	0.8697	86.97%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7851	78.51%
CYP3A4 inhibition	-	0.8707	87.07%
CYP2C9 inhibition	-	0.7085	70.85%
CYP2C19 inhibition	-	0.5225	52.25%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	+	0.8295	82.95%
CYP2C8 inhibition	-	0.6269	62.69%
CYP inhibitory promiscuity	-	0.6403	64.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8463	84.63%
Carcinogenicity (trinary)	Non-required	0.5221	52.21%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.5988	59.88%
Skin irritation	-	0.6023	60.23%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.6564	65.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5988	59.88%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5155	51.55%
skin sensitisation	-	0.7334	73.34%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7281	72.81%
Acute Oral Toxicity (c)	III	0.5415	54.15%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.5294	52.94%
Thyroid receptor binding	+	0.6122	61.22%
Glucocorticoid receptor binding	+	0.8061	80.61%
Aromatase binding	+	0.6694	66.94%
PPAR gamma	+	0.5439	54.39%
Honey bee toxicity	-	0.8995	89.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	99.74%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.71%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.18%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.20%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.75%	94.45%
CHEMBL2535	P11166	Glucose transporter	89.03%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	88.59%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.42%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.38%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.22%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.96%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.88%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.10%	95.50%

Plants that contains it

• Iryanthera elliptica

Cross-Links

• PubChem: 163102097
• LOTUS: LTS0274566
• wikiData: Q105193222