(Z)-3-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]prop-2-enoic acid

Details

• Internal ID: fd183fe3-4f64-486a-af2f-e9e93e211b04
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acids
• IUPAC Name: (Z)-3-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]prop-2-enoic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2C=CC(=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2/C=C\C(=O)O)(C)C
• InChI: InChI=1S/C17H26O2/c1-12-6-8-14-16(2,3)10-5-11-17(14,4)13(12)7-9-15(18)19/h7,9,13-14H,1,5-6,8,10-11H2,2-4H3,(H,18,19)/b9-7-/t13-,14-,17+/m0/s1
• InChI Key: GZRHZZSARAUGHK-WFQLQYNJSA-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): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7564	75.64%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3988	39.88%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	-	0.4034	40.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9535	95.35%
P-glycoprotein inhibitior	-	0.9277	92.77%
P-glycoprotein substrate	-	0.9337	93.37%
CYP3A4 substrate	+	0.5714	57.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9146	91.46%
CYP3A4 inhibition	-	0.8067	80.67%
CYP2C9 inhibition	-	0.7302	73.02%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.8659	86.59%
CYP2C8 inhibition	-	0.6334	63.34%
CYP inhibitory promiscuity	-	0.8749	87.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8758	87.58%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4502	45.02%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6531	65.31%
skin sensitisation	+	0.7395	73.95%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6792	67.92%
Acute Oral Toxicity (c)	III	0.8188	81.88%
Estrogen receptor binding	-	0.5870	58.70%
Androgen receptor binding	-	0.5726	57.26%
Thyroid receptor binding	+	0.5406	54.06%
Glucocorticoid receptor binding	+	0.5734	57.34%
Aromatase binding	-	0.5590	55.90%
PPAR gamma	-	0.5170	51.70%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.42%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.70%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.48%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.10%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.63%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.76%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.44%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.01%	96.09%

Plants that contains it

• Acacia linarioides
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 25158098
• NPASS: NPC42564
• LOTUS: LTS0243181
• wikiData: Q105024548