Corymbocoumarin

Details

• Internal ID: 084f8333-b219-485f-a1ba-68adc904f133
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9S,10S)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• SMILES (Isomeric): CC(C)CC(=O)O[C@@H]1[C@@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• InChI: InChI=1S/C21H24O7/c1-11(2)10-16(24)27-19-17-14(28-21(4,5)20(19)25-12(3)22)8-6-13-7-9-15(23)26-18(13)17/h6-9,11,19-20H,10H2,1-5H3/t19-,20-/m0/s1
• InChI Key: KLUTZDJBVDPOFE-PMACEKPBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9665	96.65%
Caco-2	+	0.7104	71.04%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6910	69.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7442	74.42%
P-glycoprotein inhibitior	+	0.8267	82.67%
P-glycoprotein substrate	-	0.7315	73.15%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8398	83.98%
CYP3A4 inhibition	-	0.6941	69.41%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.7455	74.55%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.6061	60.61%
CYP2C8 inhibition	-	0.6454	64.54%
CYP inhibitory promiscuity	-	0.7572	75.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5413	54.13%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.8443	84.43%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.5135	51.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6087	60.87%
Acute Oral Toxicity (c)	III	0.7219	72.19%
Estrogen receptor binding	+	0.7006	70.06%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	-	0.4912	49.12%
Glucocorticoid receptor binding	+	0.7196	71.96%
Aromatase binding	-	0.5764	57.64%
PPAR gamma	-	0.5117	51.17%
Honey bee toxicity	-	0.7810	78.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.54%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.58%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.51%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.90%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.12%	94.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.53%	88.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.43%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.02%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.67%	89.67%

Plants that contains it

• Angelica decursiva
• Kitagawia praeruptora
• Seseli hartvigii

Cross-Links

• PubChem: 969471
• NPASS: NPC301055
• LOTUS: LTS0219236
• wikiData: Q104389043