Phomoeuphorbin D

Details

• Internal ID: 7bf9d872-e937-4838-a41d-cba038ccc3d9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R,6R,7R)-3-[(E)-1,2-dihydroxypent-3-enyl]-6,7-dihydroxy-7-methyl-4,6-dihydro-3H-isochromen-8-one
• SMILES (Canonical): CC=CC(C(C1CC2=CC(C(C(=O)C2=CO1)(C)O)O)O)O
• SMILES (Isomeric): C/C=C/C(C([C@H]1CC2=C[C@H]([C@@](C(=O)C2=CO1)(C)O)O)O)O
• InChI: InChI=1S/C15H20O6/c1-3-4-10(16)13(18)11-5-8-6-12(17)15(2,20)14(19)9(8)7-21-11/h3-4,6-7,10-13,16-18,20H,5H2,1-2H3/b4-3+/t10?,11-,12-,13?,15-/m1/s1
• InChI Key: GMZCDOTXVJKLNB-IBIQEJAJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• (3R,6R,7R)-3-[(E)-1,2-dihydroxypent-3-enyl]-6,7-dihydroxy-7-methyl-4,6-dihydro-3H-isochromen-8-one
• (3R,6R,7R)-3-((E)-1,2-dihydroxypent-3-enyl)-6,7-dihydroxy-7-methyl-4,6-dihydro-3H-isochromen-8-one
• RefChem:173328
• 1092795-58-8
• CHEBI:207329

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	-	0.7094	70.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7607	76.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9802	98.02%
BSEP inhibitior	-	0.8511	85.11%
P-glycoprotein inhibitior	-	0.9063	90.63%
P-glycoprotein substrate	-	0.7610	76.10%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8165	81.65%
CYP3A4 inhibition	-	0.7184	71.84%
CYP2C9 inhibition	-	0.7632	76.32%
CYP2C19 inhibition	-	0.7439	74.39%
CYP2D6 inhibition	-	0.8354	83.54%
CYP1A2 inhibition	-	0.7232	72.32%
CYP2C8 inhibition	-	0.8309	83.09%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4958	49.58%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.5806	58.06%
Skin corrosion	-	0.8996	89.96%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5206	52.06%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	-	0.7270	72.70%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7489	74.89%
Acute Oral Toxicity (c)	III	0.3470	34.70%
Estrogen receptor binding	-	0.5896	58.96%
Androgen receptor binding	-	0.7304	73.04%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	-	0.4672	46.72%
Aromatase binding	-	0.6931	69.31%
PPAR gamma	-	0.6152	61.52%
Honey bee toxicity	-	0.7294	72.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7084	70.84%

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	94.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.79%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.62%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.46%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.75%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.57%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.37%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102025720
• LOTUS: LTS0038912
• wikiData: Q77516117