bis[[(1S,4aS,4bS,7R,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl] propanedioate

Details

• Internal ID: 51742768-b4ae-483c-aa50-d966fa0ab408
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: bis[[(1S,4aS,4bS,7R,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl] propanedioate
• SMILES (Canonical): CC1(CCC2C(=CCC3C2(CCCC3(C)COC(=O)CC(=O)OCC4(CCCC5(C4CC=C6C5CCC(C6)(C)C=C)C)C)C)C1)C=C
• SMILES (Isomeric): C[C@]1(CC[C@H]2C(=CC[C@H]3[C@]2(CCC[C@]3(C)COC(=O)CC(=O)OC[C@]4(CCC[C@@]5([C@@H]4CC=C6[C@@H]5CC[C@@](C6)(C)C=C)C)C)C)C1)C=C
• InChI: InChI=1S/C43H64O4/c1-9-38(3)23-17-32-30(26-38)13-15-34-40(5,19-11-21-42(32,34)7)28-46-36(44)25-37(45)47-29-41(6)20-12-22-43(8)33-18-24-39(4,10-2)27-31(33)14-16-35(41)43/h9-10,13-14,32-35H,1-2,11-12,15-29H2,3-8H3/t32-,33-,34+,35+,38+,39+,40+,41+,42-,43-/m0/s1
• InChI Key: LMGJXMFXAVSBGN-XSGJIUGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₄O₄
• Molecular Weight: 645.00 g/mol
• Exact Mass: 644.48046052 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 11.80
• Atomic LogP (AlogP): 10.73
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	-	0.8135	81.35%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6553	65.53%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.8714	87.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9881	98.81%
P-glycoprotein inhibitior	+	0.7893	78.93%
P-glycoprotein substrate	-	0.7930	79.30%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.6981	69.81%
CYP2C9 inhibition	-	0.7061	70.61%
CYP2C19 inhibition	-	0.6717	67.17%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.7884	78.84%
CYP2C8 inhibition	+	0.5327	53.27%
CYP inhibitory promiscuity	-	0.7478	74.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5412	54.12%
Eye corrosion	-	0.9519	95.19%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.6703	67.03%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8344	83.44%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5172	51.72%
skin sensitisation	-	0.7477	74.77%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6981	69.81%
Acute Oral Toxicity (c)	III	0.7120	71.20%
Estrogen receptor binding	+	0.7599	75.99%
Androgen receptor binding	+	0.6692	66.92%
Thyroid receptor binding	+	0.5357	53.57%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	+	0.5680	56.80%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.8039	80.39%
Biodegradation	-	0.8250	82.50%
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	97.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.62%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	94.40%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.09%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.11%	91.07%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.67%	94.00%
CHEMBL5028	O14672	ADAM10	85.13%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.13%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.30%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.51%	89.34%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.74%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.68%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.49%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.04%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.59%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.53%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.25%	97.50%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	80.46%	98.57%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.05%	92.88%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.02%	91.03%

Plants that contains it

• Calceolaria glandulosa

Cross-Links

• PubChem: 13966188
• LOTUS: LTS0035870
• wikiData: Q105153970