[(1S,2Z,4S,5S,6Z,10S)-5-hydroxy-3,7,11,11-tetramethyl-4-bicyclo[8.1.0]undeca-2,6-dienyl] acetate

Details

• Internal ID: 4571d585-ffe0-4e50-bde6-d1fdaf1a7036
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
• IUPAC Name: [(1S,2Z,4S,5S,6Z,10S)-5-hydroxy-3,7,11,11-tetramethyl-4-bicyclo[8.1.0]undeca-2,6-dienyl] acetate
• SMILES (Canonical): CC1=CC(C(C(=CC2C(C2(C)C)CC1)C)OC(=O)C)O
• SMILES (Isomeric): C/C/1=C/[C@@H]([C@H](/C(=C\[C@H]2[C@@H](C2(C)C)CC1)/C)OC(=O)C)O
• InChI: InChI=1S/C17H26O3/c1-10-6-7-13-14(17(13,4)5)9-11(2)16(15(19)8-10)20-12(3)18/h8-9,13-16,19H,6-7H2,1-5H3/b10-8-,11-9-/t13-,14-,15-,16-/m0/s1
• InChI Key: CISPMYWQEQGJLM-YHKMUXJJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.6690	66.90%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6965	69.65%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5841	58.41%
P-glycoprotein inhibitior	-	0.7468	74.68%
P-glycoprotein substrate	-	0.8735	87.35%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8220	82.20%
CYP2C9 inhibition	-	0.7025	70.25%
CYP2C19 inhibition	-	0.7113	71.13%
CYP2D6 inhibition	-	0.8752	87.52%
CYP1A2 inhibition	-	0.5467	54.67%
CYP2C8 inhibition	-	0.7778	77.78%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5265	52.65%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.9609	96.09%
Skin irritation	+	0.5935	59.35%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4086	40.86%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.6517	65.17%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7424	74.24%
Estrogen receptor binding	-	0.4778	47.78%
Androgen receptor binding	-	0.5488	54.88%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	+	0.6643	66.43%
Aromatase binding	-	0.5067	50.67%
PPAR gamma	+	0.5180	51.80%
Honey bee toxicity	-	0.7484	74.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5094	50.94%
Fish aquatic toxicity	+	0.9630	96.30%

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	95.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.73%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.56%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.52%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.34%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.98%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.79%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.33%	96.77%

Plants that contains it

• Calypogeia granulata

Cross-Links

• PubChem: 162996360
• LOTUS: LTS0273908
• wikiData: Q104960202