[(1R,4aR,4bS,7S,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl 2-[(3R,4R,4aR,7S,7aR)-4,7-dimethyl-1-oxo-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-3-yl]acetate

Details

• Internal ID: 9a00d6f7-bac3-489a-9624-243b2680cc86
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1R,4aR,4bS,7S,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl 2-[(3R,4R,4aR,7S,7aR)-4,7-dimethyl-1-oxo-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-3-yl]acetate
• SMILES (Canonical): CC1CCC2C1C(=O)OC(C2C)CC(=O)OCC3(CCCC4(C3CC=C5C4CCC(C5)(C)C=C)C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1C(=O)O[C@@H]([C@@H]2C)CC(=O)OC[C@@]3(CCC[C@]4([C@@H]3CC=C5[C@@H]4CC[C@](C5)(C)C=C)C)C
• InChI: InChI=1S/C32H48O4/c1-7-30(4)16-13-24-22(18-30)10-12-26-31(5,14-8-15-32(24,26)6)19-35-27(33)17-25-21(3)23-11-9-20(2)28(23)29(34)36-25/h7,10,20-21,23-26,28H,1,8-9,11-19H2,2-6H3/t20-,21+,23+,24-,25+,26+,28+,30-,31-,32+/m0/s1
• InChI Key: ZAQWSCPZPSOHFT-IHDPXTPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₄
• Molecular Weight: 496.70 g/mol
• Exact Mass: 496.35526001 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.28
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.7031	70.31%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7631	76.31%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.8768	87.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9111	91.11%
P-glycoprotein inhibitior	+	0.7644	76.44%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6967	69.67%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.6768	67.68%
CYP2C9 inhibition	-	0.8584	85.84%
CYP2C19 inhibition	-	0.8843	88.43%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.6298	62.98%
CYP2C8 inhibition	+	0.6680	66.80%
CYP inhibitory promiscuity	-	0.7807	78.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6613	66.13%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9398	93.98%
Skin irritation	+	0.5381	53.81%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7324	73.24%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5475	54.75%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6374	63.74%
Acute Oral Toxicity (c)	III	0.6413	64.13%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.7341	73.41%
Thyroid receptor binding	-	0.5125	51.25%
Glucocorticoid receptor binding	+	0.7778	77.78%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.6017	60.17%
Honey bee toxicity	-	0.6952	69.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	95.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.06%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.78%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	88.10%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.46%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.96%	89.34%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.44%	90.08%
CHEMBL5028	O14672	ADAM10	85.21%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	84.93%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.11%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.90%	91.07%
CHEMBL1902	P62942	FK506-binding protein 1A	83.64%	97.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.30%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.94%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.37%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.32%	94.45%

Plants that contains it

• Nepeta tuberosa

Cross-Links

• PubChem: 162922482
• LOTUS: LTS0248793
• wikiData: Q105370064