(3aS,5E,7R,10E,11aS)-7-hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 36f26da6-83b4-4b04-b15d-395a10dc26fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,5E,7R,10E,11aS)-7-hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC2C(CC=C(C(CC1)O)C)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C\[C@H]2[C@@H](C/C=C(/[C@@H](CC1)O)\C)C(=C)C(=O)O2
• InChI: InChI=1S/C15H20O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h5,8,12-14,16H,3-4,6-7H2,1-2H3/b9-8+,10-5+/t12-,13+,14-/m0/s1
• InChI Key: XQUFOUZQKNYMIU-QBJJJPFBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• 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	+	0.9946	99.46%
Caco-2	+	0.8441	84.41%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6162	61.62%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9226	92.26%
P-glycoprotein inhibitior	-	0.9055	90.55%
P-glycoprotein substrate	-	0.9301	93.01%
CYP3A4 substrate	+	0.5242	52.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7339	73.39%
CYP2C9 inhibition	-	0.9264	92.64%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	+	0.5131	51.31%
CYP2C8 inhibition	-	0.8156	81.56%
CYP inhibitory promiscuity	-	0.9370	93.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5911	59.11%
Eye corrosion	-	0.9651	96.51%
Eye irritation	-	0.5835	58.35%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8741	87.41%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7251	72.51%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5920	59.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6977	69.77%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4522	45.22%
Acute Oral Toxicity (c)	III	0.4401	44.01%
Estrogen receptor binding	+	0.5683	56.83%
Androgen receptor binding	-	0.6441	64.41%
Thyroid receptor binding	-	0.7127	71.27%
Glucocorticoid receptor binding	+	0.5955	59.55%
Aromatase binding	-	0.6681	66.81%
PPAR gamma	+	0.5180	51.80%
Honey bee toxicity	-	0.8778	87.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9592	95.92%

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	92.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.00%	93.03%
CHEMBL2581	P07339	Cathepsin D	86.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.03%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.97%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.49%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.42%	89.00%

Plants that contains it

• Ailanthus altissima
• Geigeria rigida

Cross-Links

• PubChem: 162995743
• LOTUS: LTS0169192
• wikiData: Q105300637