[(2R,4aS,4bR,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-yl] acetate

Details

• Internal ID: fb26275b-1d88-4914-b2c5-7d41cadab88a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,4aS,4bR,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-yl] acetate
• InChI: InChI=1S/C22H34O2/c1-7-21(5)12-10-17-16(14-21)8-9-18-20(3,4)19(24-15(2)23)11-13-22(17,18)6/h7,14,17-19H,1,8-13H2,2-6H3/t17-,18-,19-,21+,22+/m1/s1
• InChI Key: XROMOKNDDIFRRN-MWGJNXKLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.68
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7727	77.27%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6908	69.08%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.8512	85.12%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8150	81.50%
P-glycoprotein inhibitior	-	0.5183	51.83%
P-glycoprotein substrate	-	0.8918	89.18%
CYP3A4 substrate	+	0.6513	65.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7389	73.89%
CYP2C9 inhibition	-	0.8204	82.04%
CYP2C19 inhibition	+	0.7640	76.40%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8001	80.01%
CYP2C8 inhibition	-	0.6232	62.32%
CYP inhibitory promiscuity	-	0.8519	85.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4892	48.92%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9264	92.64%
Skin irritation	+	0.4945	49.45%
Skin corrosion	-	0.9838	98.38%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8673	86.73%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	+	0.6575	65.75%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.9011	90.11%
Estrogen receptor binding	+	0.8495	84.95%
Androgen receptor binding	+	0.6278	62.78%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.8030	80.30%
Aromatase binding	+	0.5480	54.80%
PPAR gamma	+	0.6973	69.73%
Honey bee toxicity	-	0.7517	75.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5445	54.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.60%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.96%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.35%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.31%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.24%	86.33%

Plants that contains it

• Aldama arenaria

Cross-Links

• PubChem: 163033454
• LOTUS: LTS0032131
• wikiData: Q105340630