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

Details

• Internal ID: efab4a77-e778-47d2-a463-b346906a4c92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (Z,6R)-6-[(4R,5R,8R,12R,13R)-13-(2-carboxyethyl)-4,8-dimethyl-12-prop-1-en-2-yl-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)C(=C)C)C)C
• SMILES (Isomeric): C[C@H](CC/C=C(/C)\C(=O)O)[C@H]1CC[C@]2([C@@]1(CCC34C2CC[C@@H]([C@]3(C4)CCC(=O)O)C(=C)C)C)C
• InChI: InChI=1S/C30H46O4/c1-19(2)22-10-11-24-28(6)14-12-23(20(3)8-7-9-21(4)26(33)34)27(28,5)16-17-30(24)18-29(22,30)15-13-25(31)32/h9,20,22-24H,1,7-8,10-18H2,2-6H3,(H,31,32)(H,33,34)/b21-9-/t20-,22-,23-,24?,27-,28-,29-,30?/m1/s1
• InChI Key: NJFOSFIPGRXARF-OUTSMMQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.49
• 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	+	0.9808	98.08%
Caco-2	-	0.5920	59.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6480	64.80%
OATP2B1 inhibitior	-	0.7088	70.88%
OATP1B1 inhibitior	+	0.7980	79.80%
OATP1B3 inhibitior	+	0.8322	83.22%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6303	63.03%
BSEP inhibitior	+	0.8651	86.51%
P-glycoprotein inhibitior	-	0.4579	45.79%
P-glycoprotein substrate	-	0.5359	53.59%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.9104	91.04%
CYP3A4 inhibition	-	0.7073	70.73%
CYP2C9 inhibition	-	0.8392	83.92%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.7763	77.63%
CYP2C8 inhibition	-	0.6022	60.22%
CYP inhibitory promiscuity	-	0.8712	87.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6970	69.70%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.5332	53.32%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4095	40.95%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5411	54.11%
skin sensitisation	-	0.5380	53.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8897	88.97%
Acute Oral Toxicity (c)	III	0.6152	61.52%
Estrogen receptor binding	+	0.7229	72.29%
Androgen receptor binding	+	0.7624	76.24%
Thyroid receptor binding	+	0.6212	62.12%
Glucocorticoid receptor binding	+	0.7425	74.25%
Aromatase binding	+	0.7978	79.78%
PPAR gamma	+	0.7001	70.01%
Honey bee toxicity	-	0.7880	78.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	96.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.17%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.89%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.98%	96.61%
CHEMBL284	P27487	Dipeptidyl peptidase IV	92.21%	95.69%
CHEMBL340	P08684	Cytochrome P450 3A4	91.20%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.54%	94.45%
CHEMBL233	P35372	Mu opioid receptor	88.22%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.16%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.19%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.18%	96.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.17%	95.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.00%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.82%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.74%	97.09%
CHEMBL2514	O95665	Neurotensin receptor 2	82.90%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.76%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	82.71%	98.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.34%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.68%	96.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.40%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	80.34%	90.17%

Plants that contains it

• Kadsura angustifolia
• Kadsura heteroclita
• Schisandra henryi
• Schisandra lancifolia
• Schisandra propinqua
• Schisandra sphaerandra

Cross-Links

• PubChem: 5320162
• LOTUS: LTS0076283
• wikiData: Q105180115