(6S,9E,11aR)-11a-hydroxy-3,6,10-trimethyl-6,7,8,11-tetrahydro-4H-cyclodeca[b]furan-2,5-dione

Details

• Internal ID: d6033ba8-1044-448e-b23c-ecc49528a897
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6S,9E,11aR)-11a-hydroxy-3,6,10-trimethyl-6,7,8,11-tetrahydro-4H-cyclodeca[b]furan-2,5-dione
• SMILES (Canonical): CC1CCC=C(CC2(C(=C(C(=O)O2)C)CC1=O)O)C
• SMILES (Isomeric): C[C@H]1CC/C=C(/C[C@@]2(C(=C(C(=O)O2)C)CC1=O)O)\C
• InChI: InChI=1S/C15H20O4/c1-9-5-4-6-10(2)13(16)7-12-11(3)14(17)19-15(12,18)8-9/h5,10,18H,4,6-8H2,1-3H3/b9-5+/t10-,15+/m0/s1
• InChI Key: SCOXWKWLFRIELY-CJXNBAGQSA-N
• Popularity: 1 reference 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): 2.27
• 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	+	0.9883	98.83%
Caco-2	+	0.8820	88.20%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7271	72.71%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.8976	89.76%
CYP3A4 substrate	+	0.5614	56.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.6622	66.22%
CYP2C9 inhibition	-	0.8840	88.40%
CYP2C19 inhibition	-	0.9248	92.48%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.5234	52.34%
CYP2C8 inhibition	-	0.8615	86.15%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5722	57.22%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.5623	56.23%
Skin irritation	+	0.6082	60.82%
Skin corrosion	-	0.8970	89.70%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4810	48.10%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5326	53.26%
skin sensitisation	-	0.8145	81.45%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6235	62.35%
Acute Oral Toxicity (c)	II	0.3356	33.56%
Estrogen receptor binding	-	0.8428	84.28%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5862	58.62%
Glucocorticoid receptor binding	-	0.5310	53.10%
Aromatase binding	-	0.7466	74.66%
PPAR gamma	+	0.6108	61.08%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	96.77%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.90%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.16%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.12%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.47%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.30%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.59%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.71%	97.14%

Plants that contains it

• Curcuma aromatica

Cross-Links

• PubChem: 44254209
• LOTUS: LTS0230775
• wikiData: Q105250325