7-ethenyl-8,8a-dihydroxy-1,4a,7-trimethyl-9-oxo-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: 8c573504-1ca4-492c-94dd-7c8c8a099e7d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-ethenyl-8,8a-dihydroxy-1,4a,7-trimethyl-9-oxo-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC1(CCC2C3(CCCC(C3CC(=O)C2(C1O)O)(C)C(=O)O)C)C=C
• SMILES (Isomeric): CC1(CCC2C3(CCCC(C3CC(=O)C2(C1O)O)(C)C(=O)O)C)C=C
• InChI: InChI=1S/C20H30O5/c1-5-17(2)10-7-12-18(3)8-6-9-19(4,16(23)24)13(18)11-14(21)20(12,25)15(17)22/h5,12-13,15,22,25H,1,6-11H2,2-4H3,(H,23,24)
• InChI Key: KCOQKJQWEUUYQA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9457	94.57%
Caco-2	-	0.5661	56.61%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7898	78.98%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.7922	79.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.5575	55.75%
P-glycoprotein inhibitior	-	0.8646	86.46%
P-glycoprotein substrate	-	0.8787	87.87%
CYP3A4 substrate	+	0.5807	58.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.6329	63.29%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.8583	85.83%
CYP2D6 inhibition	-	0.9655	96.55%
CYP1A2 inhibition	-	0.6911	69.11%
CYP2C8 inhibition	-	0.8038	80.38%
CYP inhibitory promiscuity	-	0.9912	99.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9279	92.79%
Skin irritation	+	0.5954	59.54%
Skin corrosion	-	0.9146	91.46%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7627	76.27%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6176	61.76%
skin sensitisation	-	0.7776	77.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5830	58.30%
Acute Oral Toxicity (c)	III	0.5306	53.06%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.6015	60.15%
Thyroid receptor binding	+	0.6986	69.86%
Glucocorticoid receptor binding	+	0.7935	79.35%
Aromatase binding	+	0.7560	75.60%
PPAR gamma	-	0.5520	55.20%
Honey bee toxicity	-	0.9269	92.69%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	94.15%	83.82%
CHEMBL1902	P62942	FK506-binding protein 1A	91.51%	97.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.68%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.59%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.79%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.41%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	82.23%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.53%	94.45%

Plants that contains it

• Vellozia patens

Cross-Links

• PubChem: 162887792
• LOTUS: LTS0088341
• wikiData: Q105138866