Aphidicolin A15

Details

• Internal ID: 7540842a-3e70-4115-8328-05f96b7473d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aphidicolane and stemodane diterpenoids
• IUPAC Name: (1S,2S,5R,6S,7R,10S,12R,13R)-5,13-dihydroxy-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-6,13-dicarboxylic acid
• SMILES (Canonical): CC12CCC(C(C1CCC3C24CCC(C(C3)C4)(C(=O)O)O)(C)C(=O)O)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@]([C@@H]1CC[C@@H]3[C@@]24CC[C@@]([C@H](C3)C4)(C(=O)O)O)(C)C(=O)O)O
• InChI: InChI=1S/C20H30O6/c1-17-6-5-14(21)18(2,15(22)23)13(17)4-3-11-9-12-10-19(11,17)7-8-20(12,26)16(24)25/h11-14,21,26H,3-10H2,1-2H3,(H,22,23)(H,24,25)/t11-,12+,13+,14+,17-,18-,19-,20+/m0/s1
• InChI Key: LYFNKMIDRMKGMD-QWOOYODBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8903	89.03%
Caco-2	+	0.5262	52.62%
Blood Brain Barrier	+	0.5330	53.30%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7326	73.26%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	-	0.7293	72.93%
P-glycoprotein inhibitior	-	0.7680	76.80%
P-glycoprotein substrate	-	0.6648	66.48%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	0.8133	81.33%
CYP2D6 substrate	-	0.8477	84.77%
CYP3A4 inhibition	-	0.8559	85.59%
CYP2C9 inhibition	-	0.8811	88.11%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.9640	96.40%
CYP1A2 inhibition	-	0.7886	78.86%
CYP2C8 inhibition	-	0.6667	66.67%
CYP inhibitory promiscuity	-	0.9929	99.29%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6758	67.58%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9355	93.55%
Skin irritation	+	0.5779	57.79%
Skin corrosion	-	0.8743	87.43%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6376	63.76%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6455	64.55%
skin sensitisation	-	0.8670	86.70%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6431	64.31%
Acute Oral Toxicity (c)	III	0.4221	42.21%
Estrogen receptor binding	+	0.8692	86.92%
Androgen receptor binding	+	0.5524	55.24%
Thyroid receptor binding	+	0.6885	68.85%
Glucocorticoid receptor binding	+	0.8594	85.94%
Aromatase binding	+	0.8263	82.63%
PPAR gamma	-	0.6059	60.59%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5476	54.76%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.42%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.10%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.21%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.97%	90.17%
CHEMBL1914	P06276	Butyrylcholinesterase	88.50%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.75%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	83.20%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.07%	95.56%
CHEMBL233	P35372	Mu opioid receptor	82.26%	97.93%
CHEMBL204	P00734	Thrombin	81.69%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721104
• LOTUS: LTS0082357
• wikiData: Q105158785