(1aS,7aR)-3,6-dihydroxyspiro[1a,7a-dihydronaphtho[2,3-b]oxirene-2,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-7-one

Details

• Internal ID: 0255b976-adf7-4adf-aa54-a3f28c4269d9
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (1aS,7aR)-3,6-dihydroxyspiro[1a,7a-dihydronaphtho[2,3-b]oxirene-2,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-7-one
• InChI: InChI=1S/C20H12O6/c21-10-7-8-11(22)16-15(10)17(23)18-19(24-18)20(16)25-12-5-1-3-9-4-2-6-13(26-20)14(9)12/h1-8,18-19,21-22H/t18-,19-/m0/s1
• InChI Key: BDXBHYOFNNANPN-OALUTQOASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₆
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.06338810 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9153	91.53%
Caco-2	-	0.6391	63.91%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7266	72.66%
P-glycoprotein inhibitior	-	0.6156	61.56%
P-glycoprotein substrate	-	0.9366	93.66%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.7933	79.33%
CYP2C9 inhibition	-	0.7833	78.33%
CYP2C19 inhibition	-	0.7147	71.47%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.8559	85.59%
CYP2C8 inhibition	-	0.8020	80.20%
CYP inhibitory promiscuity	-	0.8993	89.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6420	64.20%
Eye corrosion	-	0.9814	98.14%
Eye irritation	+	0.7934	79.34%
Skin irritation	+	0.5384	53.84%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8027	80.27%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.7494	74.94%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.9073	90.73%
Acute Oral Toxicity (c)	II	0.4845	48.45%
Estrogen receptor binding	+	0.7475	74.75%
Androgen receptor binding	+	0.7316	73.16%
Thyroid receptor binding	+	0.5936	59.36%
Glucocorticoid receptor binding	+	0.6981	69.81%
Aromatase binding	+	0.5534	55.34%
PPAR gamma	+	0.8212	82.12%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8915	89.15%

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	99.22%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.88%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.53%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	88.51%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.08%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.31%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.61%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.96%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9997865
• LOTUS: LTS0177890
• wikiData: Q72499437