(4aR,4bS,7S,8aR,10R,10aS)-7-ethenyl-3,10-dihydroxy-4b,7,10a-trimethyl-1-methylidene-5,6,8,8a,9,10-hexahydro-4aH-phenanthren-2-one

Details

• Internal ID: 038bae3e-e24b-4bb4-b678-a89f943d5816
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aR,4bS,7S,8aR,10R,10aS)-7-ethenyl-3,10-dihydroxy-4b,7,10a-trimethyl-1-methylidene-5,6,8,8a,9,10-hexahydro-4aH-phenanthren-2-one
• InChI: InChI=1S/C20H28O3/c1-6-18(3)7-8-19(4)13(11-18)9-16(22)20(5)12(2)17(23)14(21)10-15(19)20/h6,10,13,15-16,21-22H,1-2,7-9,11H2,3-5H3/t13-,15+,16+,18-,19-,20+/m0/s1
• InChI Key: ZDFAVWDPBICGPM-RLYCNOAYSA-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): 57.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.95
• 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	+	0.9948	99.48%
Caco-2	+	0.7108	71.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6685	66.85%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.8318	83.18%
P-glycoprotein substrate	-	0.7683	76.83%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	0.7781	77.81%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.6722	67.22%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8274	82.74%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.8106	81.06%
CYP2C8 inhibition	-	0.7161	71.61%
CYP inhibitory promiscuity	-	0.8983	89.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.7612	76.12%
Skin irritation	+	0.6593	65.93%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7123	71.23%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5433	54.33%
skin sensitisation	-	0.5517	55.17%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7354	73.54%
Acute Oral Toxicity (c)	III	0.7718	77.18%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5600	56.00%
Thyroid receptor binding	+	0.7192	71.92%
Glucocorticoid receptor binding	+	0.6400	64.00%
Aromatase binding	+	0.6740	67.40%
PPAR gamma	-	0.6469	64.69%
Honey bee toxicity	-	0.6908	69.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	96.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.81%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.86%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.57%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.57%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.93%	91.49%
CHEMBL2581	P07339	Cathepsin D	81.86%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	81.41%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.08%	99.23%

Plants that contains it

• Rondeletia panamensis

Cross-Links

• PubChem: 162963740
• LOTUS: LTS0116774
• wikiData: Q105372127