4,8-Dihydroxy-3-methoxyspiro[2,3,4,4a,6,7,8,8a-octahydronaphthalene-5,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-1-one

Details

• Internal ID: 56062145-5c94-441c-a656-49f3024f2e2c
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 4,8-dihydroxy-3-methoxyspiro[2,3,4,4a,6,7,8,8a-octahydronaphthalene-5,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-1-one
• InChI: InChI=1S/C21H22O6/c1-25-16-10-13(23)18-12(22)8-9-21(19(18)20(16)24)26-14-6-2-4-11-5-3-7-15(27-21)17(11)14/h2-7,12,16,18-20,22,24H,8-10H2,1H3
• InChI Key: GBCWVCFIPWNQDZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 6
• 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	+	0.8822	88.22%
Caco-2	+	0.5755	57.55%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7676	76.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.7700	77.00%
P-glycoprotein inhibitior	-	0.4434	44.34%
P-glycoprotein substrate	-	0.7315	73.15%
CYP3A4 substrate	+	0.6435	64.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7129	71.29%
CYP3A4 inhibition	-	0.9103	91.03%
CYP2C9 inhibition	-	0.9465	94.65%
CYP2C19 inhibition	-	0.8020	80.20%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.5846	58.46%
CYP2C8 inhibition	-	0.7061	70.61%
CYP inhibitory promiscuity	-	0.9611	96.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5197	51.97%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9459	94.59%
Skin irritation	-	0.6894	68.94%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7094	70.94%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5538	55.38%
skin sensitisation	-	0.9053	90.53%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8282	82.82%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.6615	66.15%
Androgen receptor binding	+	0.6920	69.20%
Thyroid receptor binding	-	0.5570	55.70%
Glucocorticoid receptor binding	-	0.4946	49.46%
Aromatase binding	-	0.5740	57.40%
PPAR gamma	+	0.6257	62.57%
Honey bee toxicity	-	0.8611	86.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8210	82.10%

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	98.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.27%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.88%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.57%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.16%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.33%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.58%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162988934
• LOTUS: LTS0070356
• wikiData: Q104167008