Combretastatin D-2

Details

• Internal ID: efffc786-b6c7-4faf-9687-fcf4220698ff
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (13Z)-4-hydroxy-2,11-dioxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),13,15,18-heptaen-10-one
• SMILES (Canonical): C1CC(=O)OCC=CC2=CC=C(C=C2)OC3=C(C=CC1=C3)O
• SMILES (Isomeric): C1CC(=O)OC/C=C\C2=CC=C(C=C2)OC3=C(C=CC1=C3)O
• InChI: InChI=1S/C18H16O4/c19-16-9-5-14-6-10-18(20)21-11-1-2-13-3-7-15(8-4-13)22-17(16)12-14/h1-5,7-9,12,19H,6,10-11H2/b2-1-
• InChI Key: DTZHRIFDDQELBE-UPHRSURJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL565025

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.6616	66.16%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8071	80.71%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8150	81.50%
P-glycoprotein inhibitior	-	0.8391	83.91%
P-glycoprotein substrate	-	0.9039	90.39%
CYP3A4 substrate	-	0.5303	53.03%
CYP2C9 substrate	+	0.6039	60.39%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	-	0.7736	77.36%
CYP2C9 inhibition	-	0.7686	76.86%
CYP2C19 inhibition	-	0.6779	67.79%
CYP2D6 inhibition	-	0.8838	88.38%
CYP1A2 inhibition	+	0.5252	52.52%
CYP2C8 inhibition	-	0.8004	80.04%
CYP inhibitory promiscuity	-	0.8713	87.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8518	85.18%
Carcinogenicity (trinary)	Non-required	0.6037	60.37%
Eye corrosion	-	0.9734	97.34%
Eye irritation	+	0.9290	92.90%
Skin irritation	-	0.7905	79.05%
Skin corrosion	-	0.9859	98.59%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6165	61.65%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7396	73.96%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6446	64.46%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.8650	86.50%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4730	47.30%
Aromatase binding	+	0.6062	60.62%
PPAR gamma	+	0.8737	87.37%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9738	97.38%

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	98.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.21%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.95%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.53%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.50%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.66%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.44%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.93%	93.40%
CHEMBL4530	P00488	Coagulation factor XIII	80.66%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.31%	86.33%

Plants that contains it

• Combretum caffrum

Cross-Links

• PubChem: 11779322
• LOTUS: LTS0197142
• wikiData: Q104989106