[(1R,8aalpha,10abeta)-7alpha-Ethenyltetradecahydro-1,4aalpha,7-trimethyl-4balpha-hydroxyphenanthrene]-1alpha-methanol alpha-pentanoate

Details

• Internal ID: 213fedea-882b-4d95-a34f-c2c51c62c701
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: [(1R,4aR,4bR,7S,8aR,10aR)-7-ethenyl-4b-hydroxy-1,4a,7-trimethyl-2,3,4,5,6,8,8a,9,10,10a-decahydrophenanthren-1-yl]methyl pentanoate
• SMILES (Canonical): CCCCC(=O)OCC1(CCCC2(C1CCC3C2(CCC(C3)(C)C=C)O)C)C
• SMILES (Isomeric): CCCCC(=O)OC[C@@]1(CCC[C@@]2([C@@H]1CC[C@H]3[C@@]2(CC[C@](C3)(C)C=C)O)C)C
• InChI: InChI=1S/C25H42O3/c1-6-8-10-21(26)28-18-23(4)13-9-14-24(5)20(23)12-11-19-17-22(3,7-2)15-16-25(19,24)27/h7,19-20,27H,2,6,8-18H2,1,3-5H3/t19-,20-,22+,23+,24-,25-/m1/s1
• InChI Key: ZYQILNWUKPTLKB-DISYYVGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₃
• Molecular Weight: 390.60 g/mol
• Exact Mass: 390.31339520 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5869	58.69%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7651	76.51%
OATP2B1 inhibitior	-	0.5831	58.31%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9595	95.95%
P-glycoprotein inhibitior	-	0.6357	63.57%
P-glycoprotein substrate	-	0.7335	73.35%
CYP3A4 substrate	+	0.6638	66.38%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.5424	54.24%
CYP2C9 inhibition	-	0.6975	69.75%
CYP2C19 inhibition	-	0.6937	69.37%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.8297	82.97%
CYP2C8 inhibition	+	0.5154	51.54%
CYP inhibitory promiscuity	-	0.8399	83.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6546	65.46%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.5511	55.11%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6674	66.74%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.7395	73.95%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7776	77.76%
Acute Oral Toxicity (c)	III	0.7129	71.29%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.4880	48.80%
Glucocorticoid receptor binding	+	0.7914	79.14%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	+	0.6870	68.70%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.26%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.45%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	95.05%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.18%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.93%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	91.35%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.12%	96.38%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	89.74%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.64%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.66%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.58%	90.17%
CHEMBL1902	P62942	FK506-binding protein 1A	87.19%	97.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.73%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.55%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.10%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.42%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.37%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.17%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	83.99%	97.79%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.51%	95.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.23%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.06%	92.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.81%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.30%	91.24%
CHEMBL217	P14416	Dopamine D2 receptor	81.84%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.16%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.72%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.58%	82.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.23%	96.33%

Plants that contains it

• Calceolaria lepida
• Euphorbia maculata

Cross-Links

• PubChem: 102061525
• NPASS: NPC40626
• LOTUS: LTS0110384
• wikiData: Q105386345