[(Z,6S)-2-methyl-6-[(1R,5R)-4-methylidene-1-bicyclo[3.1.0]hexanyl]hept-2-enyl] acetate

Details

• Internal ID: 4638c41c-3069-45d2-9e76-ee59c2b2096f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(Z,6S)-2-methyl-6-[(1R,5R)-4-methylidene-1-bicyclo[3.1.0]hexanyl]hept-2-enyl] acetate
• SMILES (Canonical): CC(CCC=C(C)COC(=O)C)C12CCC(=C)C1C2
• SMILES (Isomeric): C[C@@H](CC/C=C(/C)\COC(=O)C)[C@]12CCC(=C)[C@H]1C2
• InChI: InChI=1S/C17H26O2/c1-12(11-19-15(4)18)6-5-7-14(3)17-9-8-13(2)16(17)10-17/h6,14,16H,2,5,7-11H2,1,3-4H3/b12-6-/t14-,16+,17+/m0/s1
• InChI Key: YAUCRXIHTLRLDU-KEVWEHSBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6893	68.93%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4207	42.07%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.8263	82.63%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9033	90.33%
P-glycoprotein inhibitior	-	0.8241	82.41%
P-glycoprotein substrate	-	0.7241	72.41%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8264	82.64%
CYP2C9 inhibition	-	0.7359	73.59%
CYP2C19 inhibition	-	0.5767	57.67%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.6924	69.24%
CYP2C8 inhibition	-	0.8874	88.74%
CYP inhibitory promiscuity	-	0.6735	67.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4912	49.12%
Eye corrosion	-	0.9033	90.33%
Eye irritation	-	0.7196	71.96%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9901	99.01%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6560	65.60%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5567	55.67%
skin sensitisation	+	0.5969	59.69%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.5803	58.03%
Acute Oral Toxicity (c)	III	0.8245	82.45%
Estrogen receptor binding	-	0.7645	76.45%
Androgen receptor binding	-	0.5693	56.93%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6109	61.09%
Aromatase binding	-	0.5545	55.45%
PPAR gamma	+	0.5527	55.27%
Honey bee toxicity	-	0.7805	78.05%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.48%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.99%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.68%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.28%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.79%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.57%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.18%	94.00%

Plants that contains it

• Haplocarpha scaposa

Cross-Links

• PubChem: 162902769
• LOTUS: LTS0074154
• wikiData: Q105345581