Ascotrichol B

Details

• Internal ID: ee0a686b-3b09-4232-93b6-3c5da4a81030
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4R)-4,8-dihydroxy-3-[(2R)-2-hydroxypropyl]-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC(CC1C(C2=C(C(=CC=C2)O)C(=O)O1)O)O
• SMILES (Isomeric): C[C@H](C[C@@H]1[C@@H](C2=C(C(=CC=C2)O)C(=O)O1)O)O
• InChI: InChI=1S/C12H14O5/c1-6(13)5-9-11(15)7-3-2-4-8(14)10(7)12(16)17-9/h2-4,6,9,11,13-15H,5H2,1H3/t6-,9-,11-/m1/s1
• InChI Key: OZPPUNAJNKTRIL-KNBVPPQFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	-	0.7667	76.67%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6490	64.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.8682	86.82%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9854	98.54%
P-glycoprotein inhibitior	-	0.9741	97.41%
P-glycoprotein substrate	-	0.8804	88.04%
CYP3A4 substrate	-	0.5172	51.72%
CYP2C9 substrate	-	0.5505	55.05%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.9356	93.56%
CYP2C9 inhibition	-	0.9053	90.53%
CYP2C19 inhibition	-	0.9232	92.32%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.6694	66.94%
CYP2C8 inhibition	-	0.9126	91.26%
CYP inhibitory promiscuity	-	0.9124	91.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.7625	76.25%
Skin irritation	-	0.5718	57.18%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8608	86.08%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	+	0.6462	64.62%
skin sensitisation	-	0.7177	71.77%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5958	59.58%
Acute Oral Toxicity (c)	III	0.4602	46.02%
Estrogen receptor binding	-	0.5791	57.91%
Androgen receptor binding	-	0.5676	56.76%
Thyroid receptor binding	+	0.5517	55.17%
Glucocorticoid receptor binding	-	0.4756	47.56%
Aromatase binding	-	0.7930	79.30%
PPAR gamma	-	0.5438	54.38%
Honey bee toxicity	-	0.9098	90.98%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8518	85.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.39%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.65%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.53%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.83%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.42%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.71%	99.15%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.67%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.36%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.66%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682573
• LOTUS: LTS0272548
• wikiData: Q105203997