3-Hydroxy-5-(1-hydroxyhexa-2,4-dienylidene)-1,3-dimethyl-7-prop-1-enyl-8-(2,4,5-trihydroxy-3,5-dimethyl-6-oxocyclohexa-1,3-diene-1-carbonyl)bicyclo[2.2.2]octane-2,6-dione

Details

• Internal ID: 65fee49e-614d-463b-af28-c89aa1b651b4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: 3-hydroxy-5-(1-hydroxyhexa-2,4-dienylidene)-1,3-dimethyl-7-prop-1-enyl-8-(2,4,5-trihydroxy-3,5-dimethyl-6-oxocyclohexa-1,3-diene-1-carbonyl)bicyclo[2.2.2]octane-2,6-dione
• InChI: InChI=1S/C28H32O9/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/h7-12,14,16,19,29-30,32,36-37H,1-6H3
• InChI Key: BSXBXXRYMBMLDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₉
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.20463259 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9392	93.92%
Caco-2	-	0.7166	71.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7309	73.09%
OATP2B1 inhibitior	+	0.5819	58.19%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6454	64.54%
P-glycoprotein inhibitior	-	0.4768	47.68%
P-glycoprotein substrate	-	0.5196	51.96%
CYP3A4 substrate	+	0.6634	66.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.8037	80.37%
CYP2C9 inhibition	-	0.7922	79.22%
CYP2C19 inhibition	-	0.8939	89.39%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.8108	81.08%
CYP2C8 inhibition	+	0.4589	45.89%
CYP inhibitory promiscuity	-	0.8102	81.02%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8476	84.76%
Carcinogenicity (trinary)	Non-required	0.5261	52.61%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.5503	55.03%
Skin corrosion	-	0.9008	90.08%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7609	76.09%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.4807	48.07%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5610	56.10%
Acute Oral Toxicity (c)	III	0.5285	52.85%
Estrogen receptor binding	+	0.6258	62.58%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	+	0.5781	57.81%
Glucocorticoid receptor binding	+	0.6542	65.42%
Aromatase binding	+	0.5357	53.57%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.8294	82.94%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9460	94.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.28%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.84%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.83%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	85.29%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.46%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73311268
• LOTUS: LTS0118065
• wikiData: Q103816990