Aphidicolin A58

Details

• Internal ID: 8d268d5e-c2dd-47d6-909a-da1217511f6d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1R,2S,5R,6R,8R,13R,14R)-5-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.12,6.02,8.013,17]octadec-10(17)-ene-5,14-diol
• SMILES (Canonical): CC12CCC(C3(C1=C(CC4C25CCC(C(C4)C5)(CO)O)OC3)C)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@]3(C1=C(C[C@@H]4[C@@]25CC[C@@]([C@H](C4)C5)(CO)O)OC3)C)O
• InChI: InChI=1S/C20H30O4/c1-17-11-24-14-8-12-7-13-9-19(12,5-6-20(13,23)10-21)18(2,16(14)17)4-3-15(17)22/h12-13,15,21-23H,3-11H2,1-2H3/t12-,13-,15-,17-,18+,19+,20+/m1/s1
• InChI Key: KVGFQYDNKYGNLD-DPFCVZRASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	+	0.7935	79.35%
Blood Brain Barrier	+	0.5416	54.16%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6516	65.16%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6160	61.60%
BSEP inhibitior	-	0.6408	64.08%
P-glycoprotein inhibitior	-	0.8895	88.95%
P-glycoprotein substrate	+	0.5480	54.80%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7687	76.87%
CYP3A4 inhibition	-	0.8358	83.58%
CYP2C9 inhibition	-	0.8419	84.19%
CYP2C19 inhibition	-	0.8059	80.59%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.8385	83.85%
CYP2C8 inhibition	-	0.6177	61.77%
CYP inhibitory promiscuity	-	0.9172	91.72%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5057	50.57%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.5638	56.38%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5386	53.86%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8939	89.39%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5292	52.92%
Acute Oral Toxicity (c)	III	0.4846	48.46%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.6634	66.34%
Thyroid receptor binding	+	0.7343	73.43%
Glucocorticoid receptor binding	+	0.7913	79.13%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	-	0.5516	55.16%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9455	94.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.12%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.45%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.29%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.37%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.35%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.03%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	85.90%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.19%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.32%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.88%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721150
• LOTUS: LTS0262377
• wikiData: Q105146514