(Z,6R)-6-[(1S,4R,5R,8S,9S,12S,13R)-13-(2-carboxyethyl)-4,8-dimethyl-12-(1-methylcyclopropyl)-5-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]-2-methylhept-2-enoic acid

Details

• Internal ID: 2dc1e1bd-92b3-4062-9869-f1458db55b1f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (Z,6R)-6-[(1S,4R,5R,8S,9S,12S,13R)-13-(2-carboxyethyl)-4,8-dimethyl-12-(1-methylcyclopropyl)-5-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]-2-methylhept-2-enoic acid
• SMILES (Canonical): CC(CCC=C(C)C(=O)O)C1CCC2(C1(CCC34C2CCC(C3(C4)CCC(=O)O)C5(CC5)C)C)C
• SMILES (Isomeric): C[C@H](CC/C=C(/C)\C(=O)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@H]([C@]3(C4)CCC(=O)O)C5(CC5)C)C)C
• InChI: InChI=1S/C31H48O4/c1-20(7-6-8-21(2)26(34)35)22-11-13-29(5)24-10-9-23(27(3)15-16-27)30(14-12-25(32)33)19-31(24,30)18-17-28(22,29)4/h8,20,22-24H,6-7,9-19H2,1-5H3,(H,32,33)(H,34,35)/b21-8-/t20-,22-,23+,24+,28-,29+,30-,31+/m1/s1
• InChI Key: TXNBIFNTDYSZNF-XTCJCKKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₄
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.35526001 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 7.72
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.5998	59.98%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7402	74.02%
OATP2B1 inhibitior	-	0.7072	70.72%
OATP1B1 inhibitior	+	0.8062	80.62%
OATP1B3 inhibitior	+	0.8847	88.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9080	90.80%
P-glycoprotein inhibitior	-	0.4353	43.53%
P-glycoprotein substrate	-	0.6171	61.71%
CYP3A4 substrate	+	0.6497	64.97%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.9104	91.04%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.9153	91.53%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.7918	79.18%
CYP2C8 inhibition	-	0.6478	64.78%
CYP inhibitory promiscuity	-	0.8463	84.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6744	67.44%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.5818	58.18%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7189	71.89%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5339	53.39%
skin sensitisation	-	0.5874	58.74%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7743	77.43%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9264	92.64%
Acute Oral Toxicity (c)	III	0.5433	54.33%
Estrogen receptor binding	+	0.7326	73.26%
Androgen receptor binding	+	0.7627	76.27%
Thyroid receptor binding	+	0.5960	59.60%
Glucocorticoid receptor binding	+	0.7789	77.89%
Aromatase binding	+	0.7862	78.62%
PPAR gamma	+	0.6902	69.02%
Honey bee toxicity	-	0.8311	83.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.43%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	96.50%	95.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.91%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.86%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.67%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.60%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.45%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.95%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	88.40%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.25%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.82%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.82%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.74%	96.47%
CHEMBL236	P41143	Delta opioid receptor	84.55%	99.35%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.74%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.33%	97.50%
CHEMBL2514	O95665	Neurotensin receptor 2	82.37%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.75%	94.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.66%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.42%	95.50%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	80.37%	93.07%

Plants that contains it

• Schisandra lancifolia

Cross-Links

• PubChem: 162995818
• LOTUS: LTS0100650
• wikiData: Q105266857