(1S,2R,4S,5R,9S,10S,11R,13S,14R)-2,4-dihydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one

Details

• Internal ID: 4d808042-5838-4746-abfe-1064673052ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1S,2R,4S,5R,9S,10S,11R,13S,14R)-2,4-dihydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one
• InChI: InChI=1S/C15H18O6/c1-5-7-6(16)4-13(2,18)15-9(8(7)19-12(5)17)14(3)10(20-14)11(15)21-15/h6-11,16,18H,1,4H2,2-3H3/t6-,7+,8-,9-,10-,11+,13+,14+,15-/m0/s1
• InChI Key: ULWGMHRYQJWYAA-QHZBZUKESA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 91.80 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.48
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9501	95.01%
Caco-2	-	0.6708	67.08%
Blood Brain Barrier	+	0.5027	50.27%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5054	50.54%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9832	98.32%
P-glycoprotein inhibitior	-	0.8692	86.92%
P-glycoprotein substrate	-	0.7697	76.97%
CYP3A4 substrate	+	0.5966	59.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	+	0.6149	61.49%
CYP2C9 inhibition	-	0.9144	91.44%
CYP2C19 inhibition	-	0.8734	87.34%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	-	0.8915	89.15%
CYP2C8 inhibition	-	0.9185	91.85%
CYP inhibitory promiscuity	-	0.8461	84.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4421	44.21%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.6128	61.28%
Skin corrosion	-	0.8881	88.81%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6334	63.34%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7462	74.62%
skin sensitisation	-	0.7007	70.07%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7931	79.31%
Acute Oral Toxicity (c)	III	0.3138	31.38%
Estrogen receptor binding	+	0.7996	79.96%
Androgen receptor binding	+	0.6728	67.28%
Thyroid receptor binding	+	0.6923	69.23%
Glucocorticoid receptor binding	+	0.5398	53.98%
Aromatase binding	-	0.5323	53.23%
PPAR gamma	+	0.5773	57.73%
Honey bee toxicity	-	0.7161	71.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8952	89.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.58%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.04%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.83%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.66%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.30%	89.00%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.07%	92.67%

Plants that contains it

• Achillea arabica
• Artemisia tripartita
• Aspilia floribunda
• Aspilia silphioides
• Chrysanthemum fastigiatum

Cross-Links

• PubChem: 101316845
• LOTUS: LTS0276117
• wikiData: Q104402747