(4aS,4bR,7S,10aS)-7-ethenyl-1,1-bis(hydroxymethyl)-4a,7-dimethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one

Details

• Internal ID: 9e31ccf9-7450-4171-8649-33346578cfcf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bR,7S,10aS)-7-ethenyl-1,1-bis(hydroxymethyl)-4a,7-dimethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one
• InChI: InChI=1S/C20H30O3/c1-4-18(2)8-7-16-14(9-18)5-6-17-19(16,3)10-15(23)11-20(17,12-21)13-22/h4,9,16-17,21-22H,1,5-8,10-13H2,2-3H3/t16-,17+,18-,19+/m1/s1
• InChI Key: BYDKNUMVSZVMJL-HCXYKTFWSA-N
• Popularity: 3 references 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: 2.60
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.6277	62.77%
Blood Brain Barrier	+	0.6777	67.77%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7054	70.54%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9016	90.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5357	53.57%
BSEP inhibitior	+	0.6944	69.44%
P-glycoprotein inhibitior	-	0.8955	89.55%
P-glycoprotein substrate	-	0.8791	87.91%
CYP3A4 substrate	+	0.5922	59.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.7749	77.49%
CYP2C19 inhibition	-	0.7819	78.19%
CYP2D6 inhibition	-	0.8900	89.00%
CYP1A2 inhibition	-	0.8192	81.92%
CYP2C8 inhibition	-	0.7510	75.10%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.8652	86.52%
Skin irritation	-	0.7440	74.40%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6496	64.96%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6565	65.65%
skin sensitisation	-	0.7999	79.99%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4519	45.19%
Acute Oral Toxicity (c)	III	0.7275	72.75%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6369	63.69%
Thyroid receptor binding	+	0.5637	56.37%
Glucocorticoid receptor binding	+	0.7569	75.69%
Aromatase binding	-	0.5133	51.33%
PPAR gamma	-	0.5558	55.58%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9787	97.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.25%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.45%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.38%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.37%	94.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.16%	83.57%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.56%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.91%	91.24%
CHEMBL1977	P11473	Vitamin D receptor	80.94%	99.43%

Plants that contains it

• Sagittaria trifolia

Cross-Links

• PubChem: 10829382
• LOTUS: LTS0031589
• wikiData: Q104949153