(4aS,4bS,5R,7R,10aR)-7-ethenyl-5-hydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one

Details

• Internal ID: d362ff32-547f-4e1e-83d8-135fb3b77478
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bS,5R,7R,10aR)-7-ethenyl-5-hydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
• SMILES (Canonical): CC1(C2CCC3=CC(CC(C3C2(CCC1=O)C)O)(C)C=C)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1CCC3=C[C@@](C[C@H]([C@H]23)O)(C)C=C)(C)C
• InChI: InChI=1S/C20H30O2/c1-6-19(4)11-13-7-8-15-18(2,3)16(22)9-10-20(15,5)17(13)14(21)12-19/h6,11,14-15,17,21H,1,7-10,12H2,2-5H3/t14-,15+,17-,19-,20+/m1/s1
• InChI Key: FRQWGBOUKABOHN-XCVIRLNASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.8146	81.46%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6831	68.31%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.7165	71.65%
P-glycoprotein inhibitior	-	0.7342	73.42%
P-glycoprotein substrate	-	0.8610	86.10%
CYP3A4 substrate	+	0.6085	60.85%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.8181	81.81%
CYP2C9 inhibition	-	0.8445	84.45%
CYP2C19 inhibition	-	0.6228	62.28%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.8261	82.61%
CYP2C8 inhibition	-	0.7806	78.06%
CYP inhibitory promiscuity	-	0.8736	87.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9684	96.84%
Skin irritation	+	0.6449	64.49%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	-	0.5323	53.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7081	70.81%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5132	51.32%
skin sensitisation	+	0.5737	57.37%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4781	47.81%
Acute Oral Toxicity (c)	III	0.9074	90.74%
Estrogen receptor binding	-	0.4836	48.36%
Androgen receptor binding	+	0.5934	59.34%
Thyroid receptor binding	+	0.6335	63.35%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	+	0.5761	57.61%
PPAR gamma	-	0.5980	59.80%
Honey bee toxicity	-	0.8386	83.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	94.84%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	91.82%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.36%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.55%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.97%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.15%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.96%	99.23%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 101717757
• NPASS: NPC238289
• LOTUS: LTS0042501
• wikiData: Q105000382