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

Details

• Internal ID: 57f2e8d4-86a9-4311-83d6-12c4890d2ba6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
• IUPAC Name: [(1S,2Z,4R,5S,6Z,10R)-4-hydroxy-3,7,11,11-tetramethyl-5-bicyclo[8.1.0]undeca-2,6-dienyl] acetate
• SMILES (Canonical): CC1=CC(C(C(=CC2C(C2(C)C)CC1)C)O)OC(=O)C
• SMILES (Isomeric): C/C/1=C/[C@@H]([C@@H](/C(=C\[C@H]2[C@H](C2(C)C)CC1)/C)O)OC(=O)C
• InChI: InChI=1S/C17H26O3/c1-10-6-7-13-14(17(13,4)5)9-11(2)16(19)15(8-10)20-12(3)18/h8-9,13-16,19H,6-7H2,1-5H3/b10-8-,11-9-/t13-,14+,15+,16-/m1/s1
• InChI Key: UTZBRPMVHLLLNY-SEPUBLPMSA-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	+	0.9929	99.29%
Caco-2	+	0.6480	64.80%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6781	67.81%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9138	91.38%
P-glycoprotein inhibitior	-	0.7998	79.98%
P-glycoprotein substrate	-	0.8711	87.11%
CYP3A4 substrate	+	0.6305	63.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8255	82.55%
CYP2C9 inhibition	-	0.7807	78.07%
CYP2C19 inhibition	-	0.7778	77.78%
CYP2D6 inhibition	-	0.8854	88.54%
CYP1A2 inhibition	-	0.6511	65.11%
CYP2C8 inhibition	-	0.7535	75.35%
CYP inhibitory promiscuity	-	0.9149	91.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.9339	93.39%
Skin irritation	+	0.5848	58.48%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7801	78.01%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.6963	69.63%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5984	59.84%
Acute Oral Toxicity (c)	III	0.7349	73.49%
Estrogen receptor binding	+	0.6690	66.90%
Androgen receptor binding	-	0.5939	59.39%
Thyroid receptor binding	+	0.5131	51.31%
Glucocorticoid receptor binding	+	0.7364	73.64%
Aromatase binding	-	0.7563	75.63%
PPAR gamma	-	0.7305	73.05%
Honey bee toxicity	-	0.7736	77.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5206	52.06%
Fish aquatic toxicity	+	0.9587	95.87%

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	97.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.33%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.94%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.61%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.78%	95.89%

Plants that contains it

• Calypogeia granulata

Cross-Links

• PubChem: 162920558
• LOTUS: LTS0201153
• wikiData: Q105279190