(4aR,7S,8aS,10aS)-7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-3,4,8,9,10,10a-hexahydrophenanthrene-2,6-dione

Details

• Internal ID: d9e3bdd1-56dc-4b42-b9c6-af98a716172a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aR,7S,8aS,10aS)-7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-3,4,8,9,10,10a-hexahydrophenanthrene-2,6-dione
• InChI: InChI=1S/C20H28O3/c1-6-18(4)12-20(23)10-7-13-17(2,3)15(21)8-9-19(13,5)14(20)11-16(18)22/h6,11,13,23H,1,7-10,12H2,2-5H3/t13-,18-,19-,20+/m1/s1
• InChI Key: VCOJIWBJRQDAQQ-AQWZQNETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 3
• 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	+	0.9975	99.75%
Caco-2	+	0.7172	71.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8650	86.50%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.8639	86.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.6457	64.57%
P-glycoprotein inhibitior	-	0.8510	85.10%
P-glycoprotein substrate	-	0.8907	89.07%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.6989	69.89%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.7576	75.76%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	-	0.6894	68.94%
CYP inhibitory promiscuity	-	0.9217	92.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6009	60.09%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9111	91.11%
Skin irritation	+	0.6005	60.05%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6501	65.01%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	+	0.5080	50.80%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4519	45.19%
Acute Oral Toxicity (c)	III	0.7463	74.63%
Estrogen receptor binding	+	0.7284	72.84%
Androgen receptor binding	+	0.6271	62.71%
Thyroid receptor binding	+	0.6008	60.08%
Glucocorticoid receptor binding	+	0.6174	61.74%
Aromatase binding	+	0.5912	59.12%
PPAR gamma	+	0.5624	56.24%
Honey bee toxicity	-	0.8743	87.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	96.63%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.75%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.92%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.02%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.48%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.43%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.89%	97.09%

Plants that contains it

• Stillingia sanguinolenta

Cross-Links

• PubChem: 23731228
• LOTUS: LTS0085839
• wikiData: Q105283849