18-Hydroxy-6,10,10,16,17-pentamethyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one

Details

• Internal ID: 0fd697ed-2dd4-4e39-9d35-2580d451e1f0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 18-hydroxy-6,10,10,16,17-pentamethyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
• SMILES (Canonical): CC1C(OC2=C(C1O)C3=C(C(=CC(=O)O3)C)C4=C2C=CC(O4)(C)C)C
• SMILES (Isomeric): CC1C(OC2=C(C1O)C3=C(C(=CC(=O)O3)C)C4=C2C=CC(O4)(C)C)C
• InChI: InChI=1S/C20H22O5/c1-9-8-13(21)24-19-14(9)18-12(6-7-20(4,5)25-18)17-15(19)16(22)10(2)11(3)23-17/h6-8,10-11,16,22H,1-5H3
• InChI Key: VFKOXOKVQKGOTG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.7465	74.65%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7481	74.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6983	69.83%
P-glycoprotein inhibitior	-	0.4930	49.30%
P-glycoprotein substrate	-	0.6072	60.72%
CYP3A4 substrate	+	0.5706	57.06%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	-	0.6531	65.31%
CYP2C19 inhibition	-	0.7379	73.79%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.6778	67.78%
CYP2C8 inhibition	-	0.7164	71.64%
CYP inhibitory promiscuity	-	0.7454	74.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Danger	0.4610	46.10%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.5896	58.96%
Skin irritation	-	0.6442	64.42%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4531	45.31%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7744	77.44%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8771	87.71%
Acute Oral Toxicity (c)	III	0.4844	48.44%
Estrogen receptor binding	+	0.8057	80.57%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	+	0.6354	63.54%
Glucocorticoid receptor binding	+	0.8994	89.94%
Aromatase binding	+	0.7818	78.18%
PPAR gamma	+	0.8464	84.64%
Honey bee toxicity	-	0.8281	82.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	94.25%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.99%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.19%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.71%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.87%	90.71%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.95%	86.00%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.52%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.36%	94.00%

Plants that contains it

• Calophyllum lanigerum

Cross-Links

• PubChem: 15223658
• LOTUS: LTS0271861
• wikiData: Q105285345