(3R,3aR,5R,10E,11aR)-5-hydroxy-3,10-dimethyl-6-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2,7-dione

Details

• Internal ID: 36a38c40-c0cb-465a-be99-8075375d86a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3R,3aR,5R,10E,11aR)-5-hydroxy-3,10-dimethyl-6-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2,7-dione
• SMILES (Canonical): CC1C2CC(C(=C)C(=O)CCC(=CC2OC1=O)C)O
• SMILES (Isomeric): C[C@@H]1[C@H]2C[C@H](C(=C)C(=O)CC/C(=C/[C@@H]2OC1=O)/C)O
• InChI: InChI=1S/C15H20O4/c1-8-4-5-12(16)10(3)13(17)7-11-9(2)15(18)19-14(11)6-8/h6,9,11,13-14,17H,3-5,7H2,1-2H3/b8-6+/t9-,11-,13-,14+/m1/s1
• InChI Key: TWDWHZLPWNJPES-PKLMNMNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.7814	78.14%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5944	59.44%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9173	91.73%
P-glycoprotein inhibitior	-	0.8883	88.83%
P-glycoprotein substrate	-	0.8586	85.86%
CYP3A4 substrate	+	0.5556	55.56%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9110	91.10%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.5721	57.21%
CYP2C8 inhibition	-	0.9042	90.42%
CYP inhibitory promiscuity	-	0.9702	97.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9536	95.36%
Eye irritation	-	0.8069	80.69%
Skin irritation	+	0.5087	50.87%
Skin corrosion	-	0.8487	84.87%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6582	65.82%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7535	75.35%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5476	54.76%
Acute Oral Toxicity (c)	II	0.3545	35.45%
Estrogen receptor binding	+	0.6230	62.30%
Androgen receptor binding	-	0.6811	68.11%
Thyroid receptor binding	-	0.5402	54.02%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	-	0.7698	76.98%
PPAR gamma	-	0.5741	57.41%
Honey bee toxicity	-	0.8022	80.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9668	96.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.98%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.77%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.92%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.33%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.10%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.73%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.18%	96.09%

Plants that contains it

• Artemisia fragrans

Cross-Links

• PubChem: 163190148
• LOTUS: LTS0185960
• wikiData: Q105265753