(1R,4aR,4bS)-1,4a-dimethyl-7-propan-2-ylidene-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate

Details

• Internal ID: bcc560e7-568e-4387-87a7-9969b2ba7d6f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aR,4bS)-1,4a-dimethyl-7-propan-2-ylidene-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate
• SMILES (Canonical): CC(=C1CCC2C(=C1)CCC3C2(CCCC3(C)C(=O)[O-])C)C
• SMILES (Isomeric): CC(=C1CC[C@H]2C(=C1)CCC3[C@@]2(CCC[C@@]3(C)C(=O)[O-])C)C
• InChI: InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h12,16-17H,5-11H2,1-4H3,(H,21,22)/p-1/t16-,17?,19+,20+/m0/s1
• InChI Key: KGMSWPSAVZAMKR-RMGPQRKISA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉O₂-
• Molecular Weight: 301.40 g/mol
• Exact Mass: 301.216755164 g/mol
• Topological Polar Surface Area (TPSA): 40.10 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.9310	93.10%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4279	42.79%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	-	0.2137	21.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7204	72.04%
P-glycoprotein inhibitior	-	0.7517	75.17%
P-glycoprotein substrate	-	0.8221	82.21%
CYP3A4 substrate	+	0.5953	59.53%
CYP2C9 substrate	-	0.6176	61.76%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	+	0.5071	50.71%
CYP2C19 inhibition	+	0.7401	74.01%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	-	0.8626	86.26%
CYP2C8 inhibition	-	0.7641	76.41%
CYP inhibitory promiscuity	-	0.8241	82.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5764	57.64%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.6563	65.63%
Skin irritation	-	0.7081	70.81%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4440	44.40%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5505	55.05%
skin sensitisation	-	0.5557	55.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8032	80.32%
Acute Oral Toxicity (c)	III	0.8070	80.70%
Estrogen receptor binding	+	0.5911	59.11%
Androgen receptor binding	+	0.6320	63.20%
Thyroid receptor binding	+	0.7510	75.10%
Glucocorticoid receptor binding	+	0.7398	73.98%
Aromatase binding	-	0.6060	60.60%
PPAR gamma	+	0.7407	74.07%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	95.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.32%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.77%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.12%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.11%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.71%	83.82%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.25%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.11%	99.23%

Plants that contains it

• Pinus koraiensis

Cross-Links

• PubChem: 25202082
• NPASS: NPC266535