[(1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl (1R,2S,5R)-2-methyl-5-[(2S)-1-oxopropan-2-yl]cyclopentane-1-carboxylate

Details

• Internal ID: cf5179d6-2508-41f2-91a9-41774c275565
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl (1R,2S,5R)-2-methyl-5-[(2S)-1-oxopropan-2-yl]cyclopentane-1-carboxylate
• SMILES (Canonical): CC1CCC(C1C(=O)OCC2(CCCC3(C2CC=C4C3CCC(C4)(C)C=C)C)C)C(C)C=O
• SMILES (Isomeric): C[C@H]1CC[C@@H]([C@@H]1C(=O)OC[C@@]2(CCC[C@]3([C@H]2CC=C4[C@@H]3CC[C@](C4)(C)C=C)C)C)[C@H](C)C=O
• InChI: InChI=1S/C30H46O3/c1-7-28(4)16-13-24-22(17-28)10-12-25-29(5,14-8-15-30(24,25)6)19-33-27(32)26-20(2)9-11-23(26)21(3)18-31/h7,10,18,20-21,23-26H,1,8-9,11-17,19H2,2-6H3/t20-,21+,23+,24-,25-,26+,28-,29-,30+/m0/s1
• InChI Key: PSLAWDGDEIWCAF-LYDXDBBLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 7.16
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.5636	56.36%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6934	69.34%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.8261	82.61%
OATP1B3 inhibitior	+	0.8376	83.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9814	98.14%
P-glycoprotein inhibitior	+	0.7249	72.49%
P-glycoprotein substrate	-	0.5397	53.97%
CYP3A4 substrate	+	0.6805	68.05%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.7427	74.27%
CYP2C9 inhibition	-	0.6037	60.37%
CYP2C19 inhibition	-	0.5176	51.76%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.7302	73.02%
CYP2C8 inhibition	+	0.6430	64.30%
CYP inhibitory promiscuity	+	0.5579	55.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5013	50.13%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9525	95.25%
Skin irritation	-	0.6008	60.08%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.8354	83.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7952	79.52%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5578	55.78%
skin sensitisation	-	0.6294	62.94%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7444	74.44%
Acute Oral Toxicity (c)	III	0.7890	78.90%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	+	0.7483	74.83%
Thyroid receptor binding	+	0.5757	57.57%
Glucocorticoid receptor binding	+	0.7951	79.51%
Aromatase binding	+	0.5413	54.13%
PPAR gamma	+	0.6423	64.23%
Honey bee toxicity	-	0.7473	74.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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	97.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.79%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.60%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.17%	96.38%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.49%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	87.96%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.91%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.84%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.21%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL5028	O14672	ADAM10	86.25%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.21%	82.69%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.08%	95.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.08%	90.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.27%	96.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.66%	96.47%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.18%	89.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.93%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.62%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.74%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.56%	95.71%
CHEMBL2664	P23526	Adenosylhomocysteinase	80.50%	86.67%
CHEMBL4208	P20618	Proteasome component C5	80.27%	90.00%

Plants that contains it

• Nepeta tuberosa

Cross-Links

• PubChem: 163087973
• LOTUS: LTS0043076
• wikiData: Q105214243