[(1R,2E,5R,6R,10S)-5,6-dihydroxy-3-methyl-7-methylidene-10-propan-2-ylcyclodec-2-en-1-yl] acetate

Details

• Internal ID: e705acee-2452-4655-9efa-e99602da8587
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,2E,5R,6R,10S)-5,6-dihydroxy-3-methyl-7-methylidene-10-propan-2-ylcyclodec-2-en-1-yl] acetate
• SMILES (Canonical): CC1=CC(C(CCC(=C)C(C(C1)O)O)C(C)C)OC(=O)C
• SMILES (Isomeric): C/C/1=C\[C@@H]([C@@H](CCC(=C)[C@H]([C@@H](C1)O)O)C(C)C)OC(=O)C
• InChI: InChI=1S/C17H28O4/c1-10(2)14-7-6-12(4)17(20)15(19)8-11(3)9-16(14)21-13(5)18/h9-10,14-17,19-20H,4,6-8H2,1-3,5H3/b11-9+/t14-,15+,16-,17+/m0/s1
• InChI Key: OXSNOTQALHXZEE-RVDXMTQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₄
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9707	97.07%
Caco-2	+	0.6451	64.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7682	76.82%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.8939	89.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.9568	95.68%
P-glycoprotein inhibitior	-	0.8852	88.52%
P-glycoprotein substrate	-	0.7644	76.44%
CYP3A4 substrate	+	0.5571	55.71%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8346	83.46%
CYP2C9 inhibition	-	0.8022	80.22%
CYP2C19 inhibition	-	0.7510	75.10%
CYP2D6 inhibition	-	0.8999	89.99%
CYP1A2 inhibition	-	0.7146	71.46%
CYP2C8 inhibition	-	0.8715	87.15%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.7247	72.47%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.8132	81.32%
Skin irritation	-	0.5953	59.53%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6232	62.32%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5174	51.74%
skin sensitisation	-	0.6148	61.48%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5883	58.83%
Acute Oral Toxicity (c)	III	0.5711	57.11%
Estrogen receptor binding	+	0.5429	54.29%
Androgen receptor binding	-	0.6884	68.84%
Thyroid receptor binding	-	0.5471	54.71%
Glucocorticoid receptor binding	-	0.4734	47.34%
Aromatase binding	-	0.7646	76.46%
PPAR gamma	-	0.7225	72.25%
Honey bee toxicity	-	0.8150	81.50%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9842	98.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.16%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.90%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.07%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.83%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.68%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.46%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.58%	93.03%

Plants that contains it

• Santolina chamaecyparissus

Cross-Links

• PubChem: 15381630
• LOTUS: LTS0202762
• wikiData: Q105202911