4-Hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 54c9cd2d-3594-4fe8-b722-326a1d7705b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC(C2C(C=C(CCC1)C)OC(=O)C2=C)O
• SMILES (Isomeric): CC1=CC(C2C(C=C(CCC1)C)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-10(2)8-13-14(12(16)7-9)11(3)15(17)18-13/h7-8,12-14,16H,3-6H2,1-2H3
• InChI Key: SOKJNXZUHIWBPW-UHFFFAOYSA-N
• Popularity: 0 references 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: 1.90
• 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	+	0.9893	98.93%
Caco-2	+	0.8815	88.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4563	45.63%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9505	95.05%
P-glycoprotein inhibitior	-	0.8967	89.67%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	-	0.5377	53.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7931	79.31%
CYP2C9 inhibition	-	0.8788	87.88%
CYP2C19 inhibition	-	0.8136	81.36%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	+	0.8006	80.06%
CYP2C8 inhibition	-	0.9503	95.03%
CYP inhibitory promiscuity	-	0.8274	82.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5113	51.13%
Eye corrosion	-	0.9137	91.37%
Eye irritation	-	0.7077	70.77%
Skin irritation	+	0.5867	58.67%
Skin corrosion	-	0.7915	79.15%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6662	66.62%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.5820	58.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5479	54.79%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5740	57.40%
Acute Oral Toxicity (c)	III	0.3775	37.75%
Estrogen receptor binding	-	0.6673	66.73%
Androgen receptor binding	-	0.7174	71.74%
Thyroid receptor binding	-	0.7187	71.87%
Glucocorticoid receptor binding	-	0.5318	53.18%
Aromatase binding	-	0.6461	64.61%
PPAR gamma	+	0.5623	56.23%
Honey bee toxicity	-	0.8716	87.16%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9643	96.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.67%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.27%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.32%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.68%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.77%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.26%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.89%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.75%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.13%	86.33%

Plants that contains it

• Mikania goyazensis

Cross-Links

• PubChem: 163009798
• LOTUS: LTS0177972
• wikiData: Q105256998