(1S,2R,4R,7R,9R,12S)-4,9-dimethyl-13-methylidene-3,8-dioxatetracyclo[10.3.0.02,4.07,9]pentadecan-14-one

Details

• Internal ID: d67a30cd-edcf-4506-92da-73e564930acc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1S,2R,4R,7R,9R,12S)-4,9-dimethyl-13-methylidene-3,8-dioxatetracyclo[10.3.0.02,4.07,9]pentadecan-14-one
• SMILES (Canonical): CC12CCC3C(CC(=O)C3=C)C4C(O4)(CCC1O2)C
• SMILES (Isomeric): C[C@@]12CC[C@H]3[C@H](CC(=O)C3=C)[C@@H]4[C@](O4)(CC[C@H]1O2)C
• InChI: InChI=1S/C16H22O3/c1-9-10-4-6-15(2)13(18-15)5-7-16(3)14(19-16)11(10)8-12(9)17/h10-11,13-14H,1,4-8H2,2-3H3/t10-,11+,13-,14-,15-,16-/m1/s1
• InChI Key: DOPWOEIWAGLSNY-KQXJLNRXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 42.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.64
• 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	+	0.9949	99.49%
Caco-2	+	0.8498	84.98%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5296	52.96%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.8519	85.19%
P-glycoprotein inhibitior	-	0.7763	77.63%
P-glycoprotein substrate	-	0.8598	85.98%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8279	82.79%
CYP3A4 inhibition	-	0.8217	82.17%
CYP2C9 inhibition	-	0.8614	86.14%
CYP2C19 inhibition	-	0.8519	85.19%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	+	0.7996	79.96%
CYP2C8 inhibition	-	0.8542	85.42%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5554	55.54%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.5277	52.77%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5476	54.76%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.5481	54.81%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7516	75.16%
Acute Oral Toxicity (c)	III	0.6170	61.70%
Estrogen receptor binding	+	0.8842	88.42%
Androgen receptor binding	+	0.6726	67.26%
Thyroid receptor binding	+	0.6277	62.77%
Glucocorticoid receptor binding	+	0.8472	84.72%
Aromatase binding	+	0.5343	53.43%
PPAR gamma	-	0.5064	50.64%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9733	97.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.13%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.30%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.46%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.69%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.49%	94.45%

Plants that contains it

• Carpesium longifolium
• Magnolia officinalis
• Sinomenium acutum

Cross-Links

• PubChem: 44566928
• NPASS: NPC80999