(2S,4aR,4bR,5S,7S,10aS)-7-ethenyl-2,5-dihydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one

Details

• Internal ID: 860b7f1d-649f-48f7-800f-914c1697a155
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,4aR,4bR,5S,7S,10aS)-7-ethenyl-2,5-dihydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one
• SMILES (Canonical): CC1(C2CCC3=CC(CC(C3C2(CC(=O)C1O)C)O)(C)C=C)C
• SMILES (Isomeric): C[C@]1(C[C@@H]([C@@H]2C(=C1)CC[C@H]3[C@]2(CC(=O)[C@H](C3(C)C)O)C)O)C=C
• InChI: InChI=1S/C20H30O3/c1-6-19(4)9-12-7-8-15-18(2,3)17(23)14(22)11-20(15,5)16(12)13(21)10-19/h6,9,13,15-17,21,23H,1,7-8,10-11H2,2-5H3/t13-,15+,16-,17+,19-,20+/m0/s1
• InChI Key: SOADJBIMDDMZJZ-LOMYATQRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.5652	56.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8224	82.24%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.4705	47.05%
P-glycoprotein inhibitior	-	0.8645	86.45%
P-glycoprotein substrate	-	0.8405	84.05%
CYP3A4 substrate	+	0.6417	64.17%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.7804	78.04%
CYP2C9 inhibition	-	0.8485	84.85%
CYP2C19 inhibition	-	0.7559	75.59%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.8925	89.25%
CYP2C8 inhibition	-	0.7679	76.79%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9575	95.75%
Skin irritation	+	0.5763	57.63%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.5336	53.36%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5824	58.24%
Acute Oral Toxicity (c)	III	0.7644	76.44%
Estrogen receptor binding	+	0.6766	67.66%
Androgen receptor binding	+	0.5789	57.89%
Thyroid receptor binding	+	0.6111	61.11%
Glucocorticoid receptor binding	+	0.7991	79.91%
Aromatase binding	+	0.5785	57.85%
PPAR gamma	-	0.6416	64.16%
Honey bee toxicity	-	0.7837	78.37%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	95.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.40%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.49%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.75%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.05%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.30%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	80.38%	94.75%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 162869084
• LOTUS: LTS0145143
• wikiData: Q105256798