[(1S,4S,5R,6S)-5-acetyloxy-3-(hydroxymethyl)-4-[(E)-2-methylbut-2-enoyl]oxy-6-propan-2-ylcyclohex-2-en-1-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: def2d370-ffa6-4f4b-93e1-d38d314b1912
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(1S,4S,5R,6S)-5-acetyloxy-3-(hydroxymethyl)-4-[(E)-2-methylbut-2-enoyl]oxy-6-propan-2-ylcyclohex-2-en-1-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=C(C(C(C1C(C)C)OC(=O)C)OC(=O)C(=CC)C)CO
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C=C([C@@H]([C@@H]([C@H]1C(C)C)OC(=O)C)OC(=O)/C(=C/C)/C)CO
• InChI: InChI=1S/C22H32O7/c1-8-13(5)21(25)28-17-10-16(11-23)19(29-22(26)14(6)9-2)20(27-15(7)24)18(17)12(3)4/h8-10,12,17-20,23H,11H2,1-7H3/b13-8+,14-9+/t17-,18-,19-,20+/m0/s1
• InChI Key: CUSTUSNKTKJKCL-VBCAGKPSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	+	0.5331	53.31%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8889	88.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7015	70.15%
P-glycoprotein inhibitior	+	0.7515	75.15%
P-glycoprotein substrate	-	0.7571	75.71%
CYP3A4 substrate	+	0.5114	51.14%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.9146	91.46%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.7272	72.72%
CYP2C19 inhibition	-	0.8059	80.59%
CYP2D6 inhibition	-	0.8322	83.22%
CYP1A2 inhibition	-	0.8316	83.16%
CYP2C8 inhibition	-	0.9073	90.73%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.6904	69.04%
Carcinogenicity (trinary)	Non-required	0.7093	70.93%
Eye corrosion	-	0.9610	96.10%
Eye irritation	-	0.8439	84.39%
Skin irritation	-	0.6938	69.38%
Skin corrosion	-	0.9699	96.99%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7184	71.84%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5785	57.85%
skin sensitisation	+	0.4879	48.79%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5895	58.95%
Acute Oral Toxicity (c)	III	0.5778	57.78%
Estrogen receptor binding	+	0.6604	66.04%
Androgen receptor binding	-	0.6342	63.42%
Thyroid receptor binding	+	0.5179	51.79%
Glucocorticoid receptor binding	+	0.6003	60.03%
Aromatase binding	-	0.6788	67.88%
PPAR gamma	+	0.5196	51.96%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.9210	92.10%

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	97.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.69%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.48%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.38%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.06%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.29%	86.92%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 101705718
• LOTUS: LTS0007738
• wikiData: Q104970468