Cercosporene B

Details

• Internal ID: be6a70ac-35be-44d9-8ef9-d3b42d750497
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (3aR,5aR,7R)-2,7-dihydroxy-3-[(2S)-1-hydroxypropan-2-yl]-3a,5a,9-trimethyl-4,5,6,7-tetrahydrobenzo[g]azulene-1,8-dione
• SMILES (Canonical): CC1=C2C=C3C(=O)C(=C(C3(CCC2(CC(C1=O)O)C)C)C(C)CO)O
• SMILES (Isomeric): CC1=C2C=C3C(=O)C(=C([C@]3(CC[C@@]2(C[C@H](C1=O)O)C)C)[C@H](C)CO)O
• InChI: InChI=1S/C20H26O5/c1-10(9-21)15-18(25)17(24)13-7-12-11(2)16(23)14(22)8-19(12,3)5-6-20(13,15)4/h7,10,14,21-22,25H,5-6,8-9H2,1-4H3/t10-,14-,19-,20+/m1/s1
• InChI Key: XUINLCMVOIWOKB-WQILTUSXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL3234409

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.6855	68.55%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7823	78.23%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8308	83.08%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6190	61.90%
BSEP inhibitior	+	0.5821	58.21%
P-glycoprotein inhibitior	-	0.8562	85.62%
P-glycoprotein substrate	-	0.6421	64.21%
CYP3A4 substrate	+	0.5869	58.69%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.7686	76.86%
CYP2C9 inhibition	-	0.8085	80.85%
CYP2C19 inhibition	-	0.9275	92.75%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.8799	87.99%
CYP2C8 inhibition	-	0.8559	85.59%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8039	80.39%
Skin irritation	+	0.6710	67.10%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5275	52.75%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5337	53.37%
skin sensitisation	-	0.8835	88.35%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6098	60.98%
Acute Oral Toxicity (c)	III	0.7709	77.09%
Estrogen receptor binding	+	0.7609	76.09%
Androgen receptor binding	+	0.5857	58.57%
Thyroid receptor binding	+	0.5437	54.37%
Glucocorticoid receptor binding	+	0.7335	73.35%
Aromatase binding	+	0.6407	64.07%
PPAR gamma	+	0.6679	66.79%
Honey bee toxicity	-	0.8704	87.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9668	96.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.21%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.75%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.43%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.77%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.85%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.80%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.34%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.53%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90670420
• LOTUS: LTS0258268
• wikiData: Q77381350