Deacetylxylopic acid

Details

• Internal ID: 85230d5a-2b68-4e61-a88b-b79956c40fc8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,5R,9S,10S,13R,15R)-15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4O)(C)C(=O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C)[C@H]4O)(C)C(=O)O
• InChI: InChI=1S/C20H30O3/c1-12-13-5-6-15-18(2)8-4-9-19(3,17(22)23)14(18)7-10-20(15,11-13)16(12)21/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)/t13-,14+,15+,16-,18-,19-,20-/m1/s1
• InChI Key: GVGJRXSJJHLPGZ-JXNMKVQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (1R,4S,5R,9S,10S,13R,15R)-15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• 6619-95-0
• AKOS032962437

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.7195	71.95%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.8062	80.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5931	59.31%
BSEP inhibitior	-	0.4579	45.79%
P-glycoprotein inhibitior	-	0.8118	81.18%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	0.6508	65.08%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8289	82.89%
CYP2C9 inhibition	-	0.8327	83.27%
CYP2C19 inhibition	-	0.8288	82.88%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.6779	67.79%
CYP2C8 inhibition	-	0.7505	75.05%
CYP inhibitory promiscuity	-	0.8388	83.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.7659	76.59%
Skin irritation	+	0.5367	53.67%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4724	47.24%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.4875	48.75%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5145	51.45%
Acute Oral Toxicity (c)	III	0.5476	54.76%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	+	0.5327	53.27%
Thyroid receptor binding	+	0.6998	69.98%
Glucocorticoid receptor binding	+	0.8683	86.83%
Aromatase binding	+	0.7209	72.09%
PPAR gamma	-	0.4936	49.36%
Honey bee toxicity	-	0.9169	91.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.72%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	92.67%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.02%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	88.50%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.72%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.97%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%

Plants that contains it

• Mikania arrojadoi
• Tithonia longiradiata

Cross-Links

• PubChem: 12310348
• LOTUS: LTS0092127
• wikiData: Q105021166