Aphidicolin A43

Details

• Internal ID: 272ae461-8832-4b37-a66b-8ae0b925e5a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aphidicolane and stemodane diterpenoids
• IUPAC Name: (1R,2S,5R,6R,7R,11R,12S,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadec-9-ene-5,11,13-triol
• SMILES (Canonical): CC12CCC(C(C1CC=C3C24CCC(C(C4)C3O)(CO)O)(C)CO)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@]([C@@H]1CC=C3[C@@]24CC[C@@]([C@@H](C4)[C@H]3O)(CO)O)(C)CO)O
• InChI: InChI=1S/C20H32O5/c1-17(10-21)14-4-3-12-16(24)13-9-19(12,7-8-20(13,25)11-22)18(14,2)6-5-15(17)23/h3,13-16,21-25H,4-11H2,1-2H3/t13-,14-,15+,16-,17-,18-,19-,20-/m0/s1
• InChI Key: DPQUBEJAXNNYGA-UYEYMFBJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9489	94.89%
Caco-2	+	0.5184	51.84%
Blood Brain Barrier	+	0.6287	62.87%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5790	57.90%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6917	69.17%
BSEP inhibitior	-	0.6352	63.52%
P-glycoprotein inhibitior	-	0.9336	93.36%
P-glycoprotein substrate	-	0.7922	79.22%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.7820	78.20%
CYP3A4 inhibition	-	0.9616	96.16%
CYP2C9 inhibition	-	0.8556	85.56%
CYP2C19 inhibition	-	0.8154	81.54%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.8885	88.85%
CYP2C8 inhibition	-	0.6099	60.99%
CYP inhibitory promiscuity	-	0.9376	93.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9808	98.08%
Skin irritation	-	0.5919	59.19%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.8670	86.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5863	58.63%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6095	60.95%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6519	65.19%
Acute Oral Toxicity (c)	III	0.6329	63.29%
Estrogen receptor binding	+	0.6809	68.09%
Androgen receptor binding	+	0.6482	64.82%
Thyroid receptor binding	+	0.6774	67.74%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	+	0.7183	71.83%
PPAR gamma	-	0.6468	64.68%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9572	95.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	96.83%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.09%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.63%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.08%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.85%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.11%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.09%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.06%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.91%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.85%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.03%	90.00%
CHEMBL1871	P10275	Androgen Receptor	81.39%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101681745
• LOTUS: LTS0044139
• wikiData: Q104986656