Aspergilone B

Details

• Internal ID: ac6debaa-510c-4827-af62-b17c9f6b9d40
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3S,4R,7S)-7-benzyl-7-[[(3S,4R,7S)-7-benzyl-3,4,5-trimethyl-6,8-dioxo-3,4-dihydroisochromen-7-yl]methyl]-3,4,5-trimethyl-3,4-dihydroisochromene-6,8-dione
• SMILES (Canonical): CC1C(OC=C2C1=C(C(=O)C(C2=O)(CC3=CC=CC=C3)CC4(C(=O)C(=C5C(C(OC=C5C4=O)C)C)C)CC6=CC=CC=C6)C)C
• SMILES (Isomeric): C[C@H]1[C@@H](OC=C2C1=C(C(=O)[C@](C2=O)(CC3=CC=CC=C3)C[C@]4(C(=O)C(=C5[C@H]([C@@H](OC=C5C4=O)C)C)C)CC6=CC=CC=C6)C)C
• InChI: InChI=1S/C39H40O6/c1-22-26(5)44-19-30-32(22)24(3)34(40)38(36(30)42,17-28-13-9-7-10-14-28)21-39(18-29-15-11-8-12-16-29)35(41)25(4)33-23(2)27(6)45-20-31(33)37(39)43/h7-16,19-20,22-23,26-27H,17-18,21H2,1-6H3/t22-,23-,26-,27-,38-,39-/m0/s1
• InChI Key: ZABFMNJNXWCHSA-KSGLQAFKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₀O₆
• Molecular Weight: 604.70 g/mol
• Exact Mass: 604.28248899 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.65
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• CHEMBL1643134

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.7209	72.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7292	72.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7666	76.66%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9900	99.00%
P-glycoprotein inhibitior	+	0.9027	90.27%
P-glycoprotein substrate	-	0.7461	74.61%
CYP3A4 substrate	+	0.5525	55.25%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6538	65.38%
CYP2C19 inhibition	-	0.7308	73.08%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.6612	66.12%
CYP2C8 inhibition	-	0.6257	62.57%
CYP inhibitory promiscuity	+	0.5843	58.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.4955	49.55%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.6643	66.43%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6841	68.41%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6357	63.57%
skin sensitisation	-	0.6927	69.27%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5938	59.38%
Acute Oral Toxicity (c)	III	0.5769	57.69%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.7889	78.89%
Thyroid receptor binding	+	0.6219	62.19%
Glucocorticoid receptor binding	+	0.7611	76.11%
Aromatase binding	-	0.5076	50.76%
PPAR gamma	+	0.7314	73.14%
Honey bee toxicity	-	0.9010	90.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.47%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.40%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	85.15%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53316778
• LOTUS: LTS0223184
• wikiData: Q77490770