Vcbhabvpyyfxjs-xrgyyrrgsa-

Details

• Internal ID: 4c8f55cd-c246-4b39-b109-7a946e4995f7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 6,7-dihydroxycoumarins
• IUPAC Name: (6S,8R)-6,10,11-trihydroxy-4,8,12-trimethyl-2-oxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraen-3-one
• SMILES (Canonical): CC1CC(C2=C(C(=O)OC3=C2C1=C(C(=C3C)O)O)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](C2=C(C(=O)OC3=C2C1=C(C(=C3C)O)O)C)O
• InChI: InChI=1S/C15H16O5/c1-5-4-8(16)10-6(2)15(19)20-14-7(3)12(17)13(18)9(5)11(10)14/h5,8,16-18H,4H2,1-3H3/t5-,8+/m1/s1
• InChI Key: VCBHABVPYYFXJS-XRGYYRRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• InChI=1/C15H16O5/c1-5-4-8(16)10-6(2)15(19)20-14-7(3)12(17)13(18)9(5)11(10)14/h5,8,16-18H,4H2,1-3H3/t5-,8+/m1/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8429	84.29%
Caco-2	+	0.5477	54.77%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5812	58.12%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8165	81.65%
P-glycoprotein inhibitior	-	0.8947	89.47%
P-glycoprotein substrate	-	0.7561	75.61%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	+	0.6205	62.05%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9307	93.07%
CYP2C19 inhibition	-	0.9464	94.64%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	+	0.7367	73.67%
CYP2C8 inhibition	-	0.9139	91.39%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.5298	52.98%
Skin irritation	-	0.6931	69.31%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7741	77.41%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5210	52.10%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8358	83.58%
Acute Oral Toxicity (c)	III	0.3615	36.15%
Estrogen receptor binding	-	0.6078	60.78%
Androgen receptor binding	-	0.5223	52.23%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	+	0.7484	74.84%
Aromatase binding	-	0.7213	72.13%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.6207	62.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	94.56%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.99%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.13%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.10%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.12%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.79%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.76%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.15%	81.11%
CHEMBL2581	P07339	Cathepsin D	81.36%	98.95%

Plants that contains it

• Helicteres angustifolia

Cross-Links

• PubChem: 44631546
• LOTUS: LTS0212893
• wikiData: Q105283590