chrysanthemic acid d-trans-form

Details

• Internal ID: cab94612-f47f-4543-92eb-16b527fe22b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: cis-(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid
• InChI: InChI=1S/C10H16O2/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3,(H,11,12)/t7-,8+/m1/s1
• InChI Key: XLOPRKKSAJMMEW-SFYZADRCSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (+)-trans-Chrysanthemic acid
• TRANS-(+)-CHRYSANTHEMIC ACID
• Trans-chrysanthemic acid
• Chrysanthemic acid d-trans-form
• (1R-trans)-Chrysanthemic acid
• dl-trans-Chrysanthemic acid
• 23FP207VLY
• (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid
• Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-
• (+)-(1R,3R)-2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid
• (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylic acid
• (1R-trans)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
• Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1R,3R)-
• 4-09-00-00169 (Beilstein Handbook Reference)
• DL-trans-Chrysanthemumic acid
• UNII-23FP207VLY
• (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
• EINECS 225-067-5
• BRN 2043419
• trans-Chrysanthemumic acid
• (R,R)-chrysanthemic acid
• Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R-trans)-
• trans-(+)Chrysanthemic acid
• (1R,3R)-chrysanthemic acid
• trans-DL-Chrysanthemumic Acid
• (+)-trans-Chrysanthemumsaeure
• SCHEMBL739718
• Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, trans-
• CHEBI:39100
• Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-rel-
• DTXSID101033188
• (.+/-.)-trans-Chrysanthemic Acid
• (.+/-.)-trans-Chrysanthemumic Acid
• AKOS024318865
• LMPR0102060001
• (1R,3R)-trans-2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carboxylic acid
• CHRYSANTHEMIC ACID, TRANS-(+)-
• DL-trans-Chrysanthemummonocarboxylic acid
• CHRYSANTHEMIC ACID D-TRANS-FORM [MI]
• C09842
• (+)-trans-Chrysanthemic acid, >=97.0% (GC)
• (.+/-.)-trans-Chrysanthemummonocarboxylic Acid
• Q5114537
• 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid, trans- #
• trans-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
• (1R,3R) 2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropane-1-carboxylic acid
• (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylic acid
• Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, trans-(.+/-.)-
• CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYLPROPENYL)-, (1R,3R)-(+)-
• Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, trans-(.+/-.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.5664	56.64%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6820	68.20%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9408	94.08%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9406	94.06%
P-glycoprotein inhibitior	-	0.9317	93.17%
P-glycoprotein substrate	-	0.9759	97.59%
CYP3A4 substrate	-	0.5900	59.00%
CYP2C9 substrate	+	0.6381	63.81%
CYP2D6 substrate	-	0.9046	90.46%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.8536	85.36%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	-	0.9736	97.36%
CYP inhibitory promiscuity	-	0.8808	88.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5514	55.14%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	+	0.5392	53.92%
Eye irritation	+	0.9469	94.69%
Skin irritation	+	0.7893	78.93%
Skin corrosion	-	0.5481	54.81%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7432	74.32%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.7732	77.32%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6164	61.64%
Nephrotoxicity	+	0.7099	70.99%
Acute Oral Toxicity (c)	III	0.8291	82.91%
Estrogen receptor binding	-	0.6951	69.51%
Androgen receptor binding	-	0.6998	69.98%
Thyroid receptor binding	-	0.8564	85.64%
Glucocorticoid receptor binding	-	0.7994	79.94%
Aromatase binding	-	0.7640	76.40%
PPAR gamma	-	0.8654	86.54%
Honey bee toxicity	+	0.8260	82.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9257	92.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.96%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.32%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.94%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.19%	90.17%

Plants that contains it

• Tanacetum cinerariifolium

Cross-Links

• PubChem: 16747
• LOTUS: LTS0043031
• wikiData: Q5114537