Graphostrin G

Details

• Internal ID: f67a49e2-cdb8-49b3-87ba-9f97f170089f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-7-hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1CC2=C(C(=C(C=C2C)O)OC)C(=O)O1
• SMILES (Isomeric): C[C@@H]1CC2=C(C(=C(C=C2C)O)OC)C(=O)O1
• InChI: InChI=1S/C12H14O4/c1-6-4-9(13)11(15-3)10-8(6)5-7(2)16-12(10)14/h4,7,13H,5H2,1-3H3/t7-/m1/s1
• InChI Key: ZYKPMWDBGAQKIC-SSDOTTSWSA-N
• Popularity: 0 references 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): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.8042	80.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5704	57.04%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.9459	94.59%
CYP3A4 substrate	-	0.5118	51.18%
CYP2C9 substrate	-	0.5706	57.06%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.9826	98.26%
CYP2C19 inhibition	-	0.9327	93.27%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	+	0.7595	75.95%
CYP2C8 inhibition	-	0.8646	86.46%
CYP inhibitory promiscuity	-	0.8980	89.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6231	62.31%
Eye corrosion	-	0.9737	97.37%
Eye irritation	+	0.6586	65.86%
Skin irritation	-	0.7050	70.50%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5983	59.83%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.7032	70.32%
skin sensitisation	-	0.8735	87.35%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7142	71.42%
Acute Oral Toxicity (c)	III	0.5570	55.70%
Estrogen receptor binding	-	0.7287	72.87%
Androgen receptor binding	-	0.6536	65.36%
Thyroid receptor binding	-	0.5819	58.19%
Glucocorticoid receptor binding	-	0.8116	81.16%
Aromatase binding	-	0.8837	88.37%
PPAR gamma	+	0.5370	53.70%
Honey bee toxicity	-	0.9336	93.36%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9039	90.39%

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	99.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.72%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.65%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.63%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.14%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.94%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.30%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.04%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.60%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.13%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.68%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	81.83%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.28%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 141521375
• LOTUS: LTS0129028
• wikiData: Q105386227