Saharanolide A

Details

• Internal ID: f15b34d3-d633-4689-8199-6930c66dda44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1R,2R,3R,7S,11R,12S)-11-hydroxy-1,10-dimethyl-6-methylidene-4,13-dioxatetracyclo[10.1.1.02,11.03,7]tetradec-9-en-5-one
• InChI: InChI=1S/C15H18O4/c1-7-4-5-9-8(2)13(16)18-11(9)12-14(3)6-10(19-14)15(7,12)17/h4,9-12,17H,2,5-6H2,1,3H3/t9-,10-,11+,12-,14+,15+/m0/s1
• InChI Key: LDGHSQJVMCMJNB-MDFWMIKMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL459916

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.5079	50.79%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5459	54.59%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.8819	88.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9303	93.03%
P-glycoprotein inhibitior	-	0.9106	91.06%
P-glycoprotein substrate	-	0.8484	84.84%
CYP3A4 substrate	+	0.6012	60.12%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.7411	74.11%
CYP2C9 inhibition	-	0.8272	82.72%
CYP2C19 inhibition	-	0.7836	78.36%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.6073	60.73%
CYP2C8 inhibition	-	0.8338	83.38%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4044	40.44%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.9234	92.34%
Skin irritation	-	0.5811	58.11%
Skin corrosion	-	0.8424	84.24%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5605	56.05%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6949	69.49%
skin sensitisation	-	0.7192	71.92%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7252	72.52%
Acute Oral Toxicity (c)	III	0.3909	39.09%
Estrogen receptor binding	+	0.7389	73.89%
Androgen receptor binding	+	0.6891	68.91%
Thyroid receptor binding	+	0.5316	53.16%
Glucocorticoid receptor binding	+	0.5868	58.68%
Aromatase binding	+	0.5469	54.69%
PPAR gamma	+	0.5182	51.82%
Honey bee toxicity	-	0.8253	82.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9530	95.30%

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	94.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.99%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.87%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.99%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	81.99%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.94%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.91%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.61%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.24%	97.14%

Plants that contains it

• Warionia saharae

Cross-Links

• PubChem: 44566953
• LOTUS: LTS0059061
• wikiData: Q105150200