Wortmannine G

Details

• Internal ID: 956e5777-c2f6-4480-8a20-995655c96150
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3S)-3,8-dihydroxy-3-propyl-1H-isochromen-4-one
• SMILES (Canonical): CCCC1(C(=O)C2=C(CO1)C(=CC=C2)O)O
• SMILES (Isomeric): CCC[C@]1(C(=O)C2=C(CO1)C(=CC=C2)O)O
• InChI: InChI=1S/C12H14O4/c1-2-6-12(15)11(14)8-4-3-5-10(13)9(8)7-16-12/h3-5,13,15H,2,6-7H2,1H3/t12-/m0/s1
• InChI Key: OCTOTDJSZPPLEU-LBPRGKRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9646	96.46%
Caco-2	+	0.7698	76.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7823	78.23%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8542	85.42%
BSEP inhibitior	-	0.9191	91.91%
P-glycoprotein inhibitior	-	0.9771	97.71%
P-glycoprotein substrate	-	0.6550	65.50%
CYP3A4 substrate	+	0.5119	51.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7835	78.35%
CYP3A4 inhibition	-	0.7652	76.52%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.5994	59.94%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.5065	50.65%
CYP2C8 inhibition	-	0.8257	82.57%
CYP inhibitory promiscuity	-	0.9108	91.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.6783	67.83%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7597	75.97%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7573	75.73%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6835	68.35%
Acute Oral Toxicity (c)	III	0.6586	65.86%
Estrogen receptor binding	+	0.6700	67.00%
Androgen receptor binding	-	0.5932	59.32%
Thyroid receptor binding	+	0.5633	56.33%
Glucocorticoid receptor binding	-	0.5134	51.34%
Aromatase binding	-	0.8188	81.88%
PPAR gamma	+	0.6706	67.06%
Honey bee toxicity	-	0.9659	96.59%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9555	95.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.49%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL2535	P11166	Glucose transporter	82.36%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.06%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.27%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682470
• LOTUS: LTS0227073
• wikiData: Q105189569