(1R,4aS,4bR,7S,8aR,10aR)-7-ethenyl-8a-hydroxy-1,4a,7-trimethyl-9-oxo-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: 85b1493a-b04c-4e93-a932-66a228c95d7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,4bR,7S,8aR,10aR)-7-ethenyl-8a-hydroxy-1,4a,7-trimethyl-9-oxo-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• InChI: InChI=1S/C20H30O4/c1-5-17(2)10-7-13-18(3)8-6-9-19(4,16(22)23)14(18)11-15(21)20(13,24)12-17/h5,13-14,24H,1,6-12H2,2-4H3,(H,22,23)/t13-,14-,17+,18-,19-,20-/m1/s1
• InChI Key: SRYLEQUXDFZXNR-JSTLVUAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9756	97.56%
Caco-2	+	0.7104	71.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8704	87.04%
OATP1B3 inhibitior	+	0.8157	81.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.6248	62.48%
P-glycoprotein inhibitior	-	0.8694	86.94%
P-glycoprotein substrate	-	0.8539	85.39%
CYP3A4 substrate	+	0.6005	60.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.6027	60.27%
CYP2C9 inhibition	-	0.9519	95.19%
CYP2C19 inhibition	-	0.8995	89.95%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	-	0.8570	85.70%
CYP2C8 inhibition	-	0.7525	75.25%
CYP inhibitory promiscuity	-	0.9874	98.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7113	71.13%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8613	86.13%
Skin irritation	+	0.6725	67.25%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5928	59.28%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6176	61.76%
skin sensitisation	-	0.7371	73.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6139	61.39%
Acute Oral Toxicity (c)	III	0.7119	71.19%
Estrogen receptor binding	+	0.7098	70.98%
Androgen receptor binding	+	0.6358	63.58%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.7770	77.70%
Aromatase binding	+	0.7278	72.78%
PPAR gamma	-	0.5621	56.21%
Honey bee toxicity	-	0.9228	92.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	90.05%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	89.09%	97.05%
CHEMBL340	P08684	Cytochrome P450 3A4	87.94%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.28%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.17%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.83%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.56%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.80%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	82.33%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.12%	94.45%

Plants that contains it

• Vellozia patens

Cross-Links

• PubChem: 11131444
• LOTUS: LTS0147233
• wikiData: Q105259532