Anhydroverlotorin

Details

• Internal ID: ea8abb75-cb84-4f73-b9d3-ea20d4171191
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,10E,11aR)-10-methyl-3,6-dimethylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2,7-dione
• SMILES (Canonical): CC1=CC2C(CCC(=C)C(=O)CC1)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C\[C@@H]2[C@@H](CCC(=C)C(=O)CC1)C(=C)C(=O)O2
• InChI: InChI=1S/C15H18O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h8,12,14H,2-7H2,1H3/b9-8+/t12-,14+/m0/s1
• InChI Key: DINAUSDUEQEZGW-BZEACYEMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.6761	67.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5843	58.43%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9049	90.49%
P-glycoprotein inhibitior	-	0.8623	86.23%
P-glycoprotein substrate	-	0.9200	92.00%
CYP3A4 substrate	+	0.5124	51.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.7429	74.29%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	+	0.7274	72.74%
CYP2C8 inhibition	-	0.8286	82.86%
CYP inhibitory promiscuity	-	0.9262	92.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6080	60.80%
Eye corrosion	-	0.8311	83.11%
Eye irritation	+	0.5563	55.63%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9026	90.26%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4818	48.18%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.9250	92.50%
skin sensitisation	-	0.5467	54.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5368	53.68%
Acute Oral Toxicity (c)	III	0.6334	63.34%
Estrogen receptor binding	+	0.5618	56.18%
Androgen receptor binding	-	0.5193	51.93%
Thyroid receptor binding	-	0.7163	71.63%
Glucocorticoid receptor binding	+	0.6081	60.81%
Aromatase binding	-	0.8075	80.75%
PPAR gamma	-	0.5610	56.10%
Honey bee toxicity	-	0.8642	86.42%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	92.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.59%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.40%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.31%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.54%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.08%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.02%	94.80%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.56%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.48%	97.25%

Plants that contains it

• Artemisia campestris
• Artemisia schmidtiana
• Artemisia verlotiorum
• Seriphidium turcomanicum

Cross-Links

• PubChem: 14355472
• LOTUS: LTS0046643
• wikiData: Q104252400