[(1R,2E,5R,6R,7Z,10S)-5,6-dihydroxy-3,7-dimethyl-10-propan-2-ylcyclodeca-2,7-dien-1-yl] acetate

Details

• Internal ID: 213cf269-ad26-4717-a728-49961d559ebd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,2E,5R,6R,7Z,10S)-5,6-dihydroxy-3,7-dimethyl-10-propan-2-ylcyclodeca-2,7-dien-1-yl] acetate
• SMILES (Canonical): CC1=CC(C(CC=C(C(C(C1)O)O)C)C(C)C)OC(=O)C
• SMILES (Isomeric): C/C/1=C\[C@@H]([C@@H](C/C=C(\[C@H]([C@@H](C1)O)O)/C)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/h6,9-10,14-17,19-20H,7-8H2,1-5H3/b11-9+,12-6-/t14-,15+,16-,17+/m0/s1
• InChI Key: GWHDNXVDPMZMEC-GWNVQMKSSA-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: 1.90
• 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	+	0.9790	97.90%
Caco-2	+	0.6522	65.22%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6984	69.84%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9198	91.98%
P-glycoprotein inhibitior	-	0.8542	85.42%
P-glycoprotein substrate	-	0.6882	68.82%
CYP3A4 substrate	+	0.5189	51.89%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.8333	83.33%
CYP2C19 inhibition	-	0.8308	83.08%
CYP2D6 inhibition	-	0.8896	88.96%
CYP1A2 inhibition	-	0.8099	80.99%
CYP2C8 inhibition	-	0.9272	92.72%
CYP inhibitory promiscuity	-	0.9415	94.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.8668	86.68%
Skin irritation	-	0.6549	65.49%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5870	58.70%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5890	58.90%
skin sensitisation	-	0.5761	57.61%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6392	63.92%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5689	56.89%
Acute Oral Toxicity (c)	III	0.5510	55.10%
Estrogen receptor binding	+	0.5599	55.99%
Androgen receptor binding	-	0.7454	74.54%
Thyroid receptor binding	-	0.6538	65.38%
Glucocorticoid receptor binding	-	0.5513	55.13%
Aromatase binding	-	0.8492	84.92%
PPAR gamma	-	0.7375	73.75%
Honey bee toxicity	-	0.7958	79.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	0.9611	96.11%

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	97.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.19%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.52%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.55%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.14%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.13%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.64%	95.89%

Plants that contains it

• Santolina chamaecyparissus

Cross-Links

• PubChem: 162982288
• LOTUS: LTS0257806
• wikiData: Q105022366