(3aR,4S,9R,10E,11aR)-9-hydroxy-10-methyl-3,6-dimethylidene-4-(2-methylpropoxy)-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2,7-dione

Details

• Internal ID: 9280cd1b-44d1-4b68-b961-4b570082f162
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4S,9R,10E,11aR)-9-hydroxy-10-methyl-3,6-dimethylidene-4-(2-methylpropoxy)-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2,7-dione
• InChI: InChI=1S/C19H26O5/c1-10(2)9-23-16-6-11(3)14(20)8-15(21)12(4)7-17-18(16)13(5)19(22)24-17/h7,10,15-18,21H,3,5-6,8-9H2,1-2,4H3/b12-7+/t15-,16+,17-,18-/m1/s1
• InChI Key: PJRAJKIGBHSJPR-KBAKMHEVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.5172	51.72%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6993	69.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8490	84.90%
P-glycoprotein inhibitior	-	0.6391	63.91%
P-glycoprotein substrate	-	0.7237	72.37%
CYP3A4 substrate	+	0.5637	56.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.7488	74.88%
CYP2C9 inhibition	-	0.7924	79.24%
CYP2C19 inhibition	-	0.8086	80.86%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.6372	63.72%
CYP2C8 inhibition	-	0.8531	85.31%
CYP inhibitory promiscuity	-	0.9226	92.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9638	96.38%
Eye irritation	-	0.7643	76.43%
Skin irritation	-	0.6146	61.46%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6341	63.41%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7037	70.37%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5933	59.33%
Acute Oral Toxicity (c)	III	0.4885	48.85%
Estrogen receptor binding	+	0.5858	58.58%
Androgen receptor binding	-	0.5544	55.44%
Thyroid receptor binding	-	0.6493	64.93%
Glucocorticoid receptor binding	+	0.6094	60.94%
Aromatase binding	-	0.7548	75.48%
PPAR gamma	-	0.5957	59.57%
Honey bee toxicity	-	0.7254	72.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.01%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.09%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.14%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.62%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.34%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.76%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.12%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.39%	89.00%

Plants that contains it

• Ursinia tenuifolia

Cross-Links

• PubChem: 162912506
• LOTUS: LTS0086244
• wikiData: Q105210122