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

Details

• Internal ID: 1de714ac-38f1-4e4e-a8d3-660f72e7cfe9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aR,4bR,6S,7R,10aR)-7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one
• SMILES (Canonical): CC1(CC(=O)CC2(C1CCC3=CC(C(CC32)O)(C)C=C)C)C
• SMILES (Isomeric): C[C@@]12CC(=O)CC([C@H]1CCC3=C[C@@]([C@H](C[C@@H]23)O)(C)C=C)(C)C
• InChI: InChI=1S/C20H30O2/c1-6-19(4)10-13-7-8-16-18(2,3)11-14(21)12-20(16,5)15(13)9-17(19)22/h6,10,15-17,22H,1,7-9,11-12H2,2-5H3/t15-,16-,17+,19-,20+/m1/s1
• InChI Key: SHQODQUJXFCRSZ-VROUVPMXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.7063	70.63%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6562	65.62%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5549	55.49%
P-glycoprotein inhibitior	-	0.8510	85.10%
P-glycoprotein substrate	-	0.8486	84.86%
CYP3A4 substrate	+	0.6189	61.89%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.7662	76.62%
CYP2C9 inhibition	-	0.8919	89.19%
CYP2C19 inhibition	-	0.7838	78.38%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8715	87.15%
CYP2C8 inhibition	-	0.7674	76.74%
CYP inhibitory promiscuity	-	0.9122	91.22%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5740	57.40%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9087	90.87%
Skin irritation	+	0.6109	61.09%
Skin corrosion	-	0.9702	97.02%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3699	36.99%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	+	0.6497	64.97%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4915	49.15%
Acute Oral Toxicity (c)	III	0.6662	66.62%
Estrogen receptor binding	-	0.5473	54.73%
Androgen receptor binding	-	0.5096	50.96%
Thyroid receptor binding	+	0.5754	57.54%
Glucocorticoid receptor binding	+	0.7651	76.51%
Aromatase binding	+	0.5410	54.10%
PPAR gamma	-	0.5856	58.56%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	94.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.68%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.33%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.22%	83.57%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.79%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.93%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	83.97%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.54%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.39%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL1871	P10275	Androgen Receptor	81.75%	96.43%

Plants that contains it

• Macaranga tanarius

Cross-Links

• PubChem: 162971968
• LOTUS: LTS0241392
• wikiData: Q105223166