Dihydrooxosorbiquinol

Details

• Internal ID: efc026e7-9eaf-4432-a04c-95ef9ae6b08e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,4S,7R,8R)-5-[(E)-hex-4-enoyl]-3,6-dihydroxy-1,3-dimethyl-7-[(E)-prop-1-enyl]-8-[(5R)-2,4,5-trihydroxy-3,5-dimethyl-6-oxocyclohexa-1,3-diene-1-carbonyl]bicyclo[2.2.2]oct-5-en-2-one
• InChI: InChI=1S/C28H34O9/c1-7-9-10-12-15(29)17-19-16(14(11-8-2)26(4,23(17)33)25(35)27(19,5)36)21(31)18-20(30)13(3)22(32)28(6,37)24(18)34/h7-9,11,14,16,19,30,32-33,36-37H,10,12H2,1-6H3/b9-7+,11-8+/t14-,16-,19+,26-,27?,28-/m1/s1
• InChI Key: SJEJDTOPDKRRDN-ASKKPAGSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₉
• Molecular Weight: 514.60 g/mol
• Exact Mass: 514.22028266 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• RefChem:920241
• CHEBI:202877
• (1R,4S,7R,8R)-5-[(E)-hex-4-enoyl]-3,6-dihydroxy-1,3-dimethyl-7-[(E)-prop-1-enyl]-8-[(5R)-2,4,5-trihydroxy-3,5-dimethyl-6-oxocyclohexa-1,3-diene-1-carbonyl]bicyclo[2.2.2]oct-5-en-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8773	87.73%
Caco-2	-	0.7239	72.39%
Blood Brain Barrier	+	0.6399	63.99%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7357	73.57%
OATP2B1 inhibitior	-	0.6951	69.51%
OATP1B1 inhibitior	+	0.8119	81.19%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	+	0.8326	83.26%
P-glycoprotein inhibitior	-	0.4627	46.27%
P-glycoprotein substrate	+	0.5378	53.78%
CYP3A4 substrate	+	0.6581	65.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.8120	81.20%
CYP2C9 inhibition	-	0.8245	82.45%
CYP2C19 inhibition	-	0.8609	86.09%
CYP2D6 inhibition	-	0.8851	88.51%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	-	0.6029	60.29%
CYP inhibitory promiscuity	-	0.8671	86.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9023	90.23%
Carcinogenicity (trinary)	Non-required	0.6510	65.10%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9108	91.08%
Skin irritation	+	0.5117	51.17%
Skin corrosion	-	0.8986	89.86%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7294	72.94%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6438	64.38%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4921	49.21%
Acute Oral Toxicity (c)	III	0.6727	67.27%
Estrogen receptor binding	+	0.6497	64.97%
Androgen receptor binding	+	0.6204	62.04%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	+	0.7441	74.41%
Aromatase binding	+	0.6616	66.16%
PPAR gamma	+	0.6901	69.01%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9129	91.29%

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	92.57%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.21%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.88%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%
CHEMBL1829	O15379	Histone deacetylase 3	80.39%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584690
• LOTUS: LTS0186567
• wikiData: Q77374083