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

Details

• Internal ID: 33ad3779-5d4b-4ba0-b89c-97e4396a55f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (3S,4S,4aR,7S,7aR)-3-[[(1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methoxy]-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-1-one
• SMILES (Canonical): CC1CCC2C1C(=O)OC(C2C)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)OC[C@@]3(CCC[C@]4([C@H]3CC=C5[C@@H]4CC[C@](C5)(C)C=C)C)C
• InChI: InChI=1S/C30H46O3/c1-7-28(4)16-13-23-21(17-28)10-12-24-29(5,14-8-15-30(23,24)6)18-32-27-20(3)22-11-9-19(2)25(22)26(31)33-27/h7,10,19-20,22-25,27H,1,8-9,11-18H2,2-6H3/t19-,20-,22+,23-,24-,25+,27-,28-,29-,30+/m0/s1
• InChI Key: YJNGTOCZBIVAGW-JDRWFIJOSA-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): 35.50 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.32
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.5625	56.25%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5858	58.58%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.8722	87.22%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9224	92.24%
P-glycoprotein inhibitior	+	0.6935	69.35%
P-glycoprotein substrate	-	0.5466	54.66%
CYP3A4 substrate	+	0.6854	68.54%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.7932	79.32%
CYP2C9 inhibition	-	0.6636	66.36%
CYP2C19 inhibition	-	0.5782	57.82%
CYP2D6 inhibition	-	0.9100	91.00%
CYP1A2 inhibition	+	0.5774	57.74%
CYP2C8 inhibition	+	0.6303	63.03%
CYP inhibitory promiscuity	-	0.6444	64.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9419	94.19%
Skin irritation	-	0.5813	58.13%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.7424	74.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8049	80.49%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5475	54.75%
skin sensitisation	-	0.7255	72.55%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6684	66.84%
Acute Oral Toxicity (c)	III	0.6267	62.67%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.7349	73.49%
Thyroid receptor binding	+	0.5376	53.76%
Glucocorticoid receptor binding	+	0.7059	70.59%
Aromatase binding	+	0.6327	63.27%
PPAR gamma	+	0.5886	58.86%
Honey bee toxicity	-	0.6693	66.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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	97.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.14%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.42%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.10%	94.75%
CHEMBL1902	P62942	FK506-binding protein 1A	89.06%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	87.45%	95.92%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.12%	95.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.68%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.58%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.23%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.46%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.25%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.12%	89.34%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.80%	90.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.67%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.40%	94.45%
CHEMBL5957	P21589	5'-nucleotidase	80.22%	97.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.09%	95.50%

Plants that contains it

• Nepeta tuberosa

Cross-Links

• PubChem: 163029762
• LOTUS: LTS0199671
• wikiData: Q105349368