(4S,4aR,5aS,9bS)-2,9-bis[(2E,4E)-hexa-2,4-dienoyl]-4,4a,6,8-tetrahydroxy-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3-one

Details

• Internal ID: e1527101-5770-4a36-aa88-a9ddb1604c36
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,4aR,5aS,9Z,9bS)-2-[(2E,4E)-hexa-2,4-dienoyl]-4,4a,8-trihydroxy-9-[(2E,4E)-1-hydroxyhexa-2,4-dienylidene]-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3,6-dione
• InChI: InChI=1S/C28H32O8/c1-7-9-11-13-18(29)17-15-25(4)22-20(19(30)14-12-10-8-2)21(31)16(3)23(32)26(22,5)36-28(25,35)27(6,34)24(17)33/h7-15,22,30-31,34-35H,1-6H3/b9-7+,10-8+,13-11+,14-12+,20-19+/t22?,25-,26-,27-,28+/m0/s1
• InChI Key: NCHYGSCJZYVXGX-CDPVNDDBSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₈
• Molecular Weight: 496.50 g/mol
• Exact Mass: 496.20971797 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9391	93.91%
Caco-2	-	0.7306	73.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6235	62.35%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8540	85.40%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8964	89.64%
P-glycoprotein inhibitior	+	0.6528	65.28%
P-glycoprotein substrate	-	0.6930	69.30%
CYP3A4 substrate	+	0.6428	64.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.8791	87.91%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.9387	93.87%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.8395	83.95%
CYP2C8 inhibition	+	0.5181	51.81%
CYP inhibitory promiscuity	-	0.7235	72.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.4995	49.95%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8515	85.15%
Skin irritation	-	0.5189	51.89%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4312	43.12%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.7323	73.23%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7478	74.78%
Thyroid receptor binding	+	0.6938	69.38%
Glucocorticoid receptor binding	+	0.6436	64.36%
Aromatase binding	+	0.6486	64.86%
PPAR gamma	+	0.6786	67.86%
Honey bee toxicity	-	0.8768	87.68%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9572	95.72%

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	97.99%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.80%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.22%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.53%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.64%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.03%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134816576
• LOTUS: LTS0205248
• wikiData: Q104402305