(4aS,6R,7R,10aS)-7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

Details

• Internal ID: 8498f035-b0f2-4e38-98db-07953994f088
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,6R,7R,10aS)-7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C3=C2CC(C(C3)(C)C=C)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC(=O)C3=C2C[C@H]([C@@](C3)(C)C=C)O)(C)C
• InChI: InChI=1S/C20H30O2/c1-6-19(4)12-13-14(10-17(19)22)20(5)9-7-8-18(2,3)16(20)11-15(13)21/h6,16-17,22H,1,7-12H2,2-5H3/t16-,17+,19-,20+/m0/s1
• InChI Key: GGPQVYIBFAAXCB-KVPLUYHFSA-N
• Popularity: 0 references 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: 4.40
• Atomic LogP (AlogP): 4.44
• 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	+	0.7510	75.10%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7383	73.83%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6348	63.48%
P-glycoprotein inhibitior	-	0.8020	80.20%
P-glycoprotein substrate	-	0.8956	89.56%
CYP3A4 substrate	+	0.6009	60.09%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.7622	76.22%
CYP2C9 inhibition	-	0.8781	87.81%
CYP2C19 inhibition	-	0.8044	80.44%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	-	0.8090	80.90%
CYP inhibitory promiscuity	-	0.9153	91.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5549	55.49%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.7454	74.54%
Skin irritation	+	0.5687	56.87%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4914	49.14%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5470	54.70%
skin sensitisation	+	0.6396	63.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6149	61.49%
Acute Oral Toxicity (c)	III	0.5884	58.84%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6093	60.93%
Thyroid receptor binding	+	0.5627	56.27%
Glucocorticoid receptor binding	+	0.7974	79.74%
Aromatase binding	+	0.5390	53.90%
PPAR gamma	+	0.5312	53.12%
Honey bee toxicity	-	0.7557	75.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	93.49%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	91.14%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.10%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.26%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.95%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.78%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.95%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.78%	93.03%

Plants that contains it

• Vellozia compacta

Cross-Links

• PubChem: 162888928
• LOTUS: LTS0065508
• wikiData: Q105008267