2-[(1S,4S,6R,10R,12R)-1-methyl-6-(3-methylbut-2-enyl)-7-methylidene-12-prop-1-en-2-yl-4-bicyclo[8.2.0]dodecanyl]prop-2-enoic acid

Details

• Internal ID: c7196bfa-c788-410d-8d99-bd6379b8656b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1S,4S,6R,10R,12R)-1-methyl-6-(3-methylbut-2-enyl)-7-methylidene-12-prop-1-en-2-yl-4-bicyclo[8.2.0]dodecanyl]prop-2-enoic acid
• SMILES (Canonical): CC(=CCC1CC(CCC2(C(CCC1=C)CC2C(=C)C)C)C(=C)C(=O)O)C
• SMILES (Isomeric): CC(=CC[C@@H]1C[C@H](CC[C@]2([C@H](CCC1=C)C[C@@H]2C(=C)C)C)C(=C)C(=O)O)C
• InChI: InChI=1S/C25H38O2/c1-16(2)8-10-20-14-21(19(6)24(26)27)12-13-25(7)22(11-9-18(20)5)15-23(25)17(3)4/h8,20-23H,3,5-6,9-15H2,1-2,4,7H3,(H,26,27)/t20-,21+,22-,23-,25+/m1/s1
• InChI Key: AGTGBEMIMBKQTR-JRYGSTJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₂
• Molecular Weight: 370.60 g/mol
• Exact Mass: 370.287180451 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.95
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.6234	62.34%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4068	40.68%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	-	0.2871	28.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8115	81.15%
P-glycoprotein inhibitior	-	0.5374	53.74%
P-glycoprotein substrate	-	0.6180	61.80%
CYP3A4 substrate	+	0.6574	65.74%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	-	0.6675	66.75%
CYP2C19 inhibition	-	0.6621	66.21%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.6827	68.27%
CYP2C8 inhibition	-	0.6485	64.85%
CYP inhibitory promiscuity	-	0.8682	86.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9495	94.95%
Eye irritation	-	0.7483	74.83%
Skin irritation	+	0.6205	62.05%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7689	76.89%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5057	50.57%
skin sensitisation	+	0.7207	72.07%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5960	59.60%
Acute Oral Toxicity (c)	III	0.7693	76.93%
Estrogen receptor binding	+	0.7624	76.24%
Androgen receptor binding	+	0.5264	52.64%
Thyroid receptor binding	+	0.5412	54.12%
Glucocorticoid receptor binding	+	0.8006	80.06%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.8495	84.95%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	97.83%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.97%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.81%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.88%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.68%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.95%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.19%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.96%	100.00%
CHEMBL5028	O14672	ADAM10	80.32%	97.50%

Plants that contains it

• Raoulia australis

Cross-Links

• PubChem: 162928266
• LOTUS: LTS0114792
• wikiData: Q104912027