Aphidicolin A8

Details

• Internal ID: 63693cc1-e017-4a54-adeb-d624a8de5aee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aphidicolane and stemodane diterpenoids
• IUPAC Name: (1S,2S,5R,6R,7R,10R,12R,13R)-5,13-dihydroxy-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecan-8-one
• SMILES (Canonical): CC12CCC(C(C1C(=O)CC3C24CCC(C(C3)C4)(CO)O)(C)CO)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@]([C@@H]1C(=O)C[C@@H]3[C@@]24CC[C@@]([C@H](C3)C4)(CO)O)(C)CO)O
• InChI: InChI=1S/C20H32O5/c1-17(10-21)15(24)3-4-18(2)16(17)14(23)8-12-7-13-9-19(12,18)5-6-20(13,25)11-22/h12-13,15-16,21-22,24-25H,3-11H2,1-2H3/t12-,13-,15-,16+,17-,18+,19+,20+/m1/s1
• InChI Key: JOQMFUZLGZDIRE-FRRBHXSNSA-N
• Popularity: 1 reference 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): 98.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• CHEMBL4441656

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9193	91.93%
Caco-2	+	0.5960	59.60%
Blood Brain Barrier	+	0.6457	64.57%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6438	64.38%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7706	77.06%
BSEP inhibitior	-	0.6781	67.81%
P-glycoprotein inhibitior	-	0.9035	90.35%
P-glycoprotein substrate	-	0.5749	57.49%
CYP3A4 substrate	+	0.6917	69.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8127	81.27%
CYP3A4 inhibition	-	0.9148	91.48%
CYP2C9 inhibition	-	0.7945	79.45%
CYP2C19 inhibition	-	0.7823	78.23%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.7938	79.38%
CYP2C8 inhibition	-	0.8343	83.43%
CYP inhibitory promiscuity	-	0.9758	97.58%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7278	72.78%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9649	96.49%
Skin irritation	-	0.6316	63.16%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6309	63.09%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5928	59.28%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5323	53.23%
Acute Oral Toxicity (c)	III	0.6162	61.62%
Estrogen receptor binding	+	0.8688	86.88%
Androgen receptor binding	+	0.6689	66.89%
Thyroid receptor binding	+	0.6323	63.23%
Glucocorticoid receptor binding	+	0.8455	84.55%
Aromatase binding	+	0.7319	73.19%
PPAR gamma	-	0.6858	68.58%
Honey bee toxicity	-	0.8680	86.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8980	89.80%

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	96.63%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.61%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.08%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.88%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.17%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.69%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	85.33%	98.03%
CHEMBL4302	P08183	P-glycoprotein 1	83.45%	92.98%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.73%	90.08%
CHEMBL2996	Q05655	Protein kinase C delta	80.90%	97.79%
CHEMBL1871	P10275	Androgen Receptor	80.83%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.75%	95.89%

Plants that contains it

• Vitis amurensis

Cross-Links

• PubChem: 145721167
• LOTUS: LTS0203415
• wikiData: Q105382342