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

Details

• Internal ID: 99d18fad-4e27-48bc-94aa-542dff00c82c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bS,7R,10aS)-7-ethenyl-2,6-dihydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one
• SMILES (Canonical): CC1(C2CCC3=CC(C(CC3C2(CC(=O)C1O)C)O)(C)C=C)C
• SMILES (Isomeric): C[C@@]12CC(=O)C(C([C@H]1CCC3=C[C@@](C(C[C@H]23)O)(C)C=C)(C)C)O
• InChI: InChI=1S/C20H30O3/c1-6-19(4)10-12-7-8-15-18(2,3)17(23)14(21)11-20(15,5)13(12)9-16(19)22/h6,10,13,15-17,22-23H,1,7-9,11H2,2-5H3/t13-,15+,16?,17?,19+,20-/m0/s1
• InChI Key: OKNGHMJLXXXEEZ-CNMNXTJCSA-N
• Popularity: 0 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: 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	+	0.5109	51.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8224	82.24%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.5907	59.07%
P-glycoprotein inhibitior	-	0.8853	88.53%
P-glycoprotein substrate	-	0.8152	81.52%
CYP3A4 substrate	+	0.6321	63.21%
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	-	0.7784	77.84%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9063	90.63%
Skin irritation	+	0.5763	57.63%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3891	38.91%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.5336	53.36%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4548	45.48%
Acute Oral Toxicity (c)	III	0.7644	76.44%
Estrogen receptor binding	+	0.6485	64.85%
Androgen receptor binding	+	0.5532	55.32%
Thyroid receptor binding	+	0.6218	62.18%
Glucocorticoid receptor binding	+	0.8340	83.40%
Aromatase binding	+	0.5991	59.91%
PPAR gamma	-	0.5391	53.91%
Honey bee toxicity	-	0.8235	82.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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	92.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.36%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.72%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.85%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	83.63%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.98%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.28%	97.25%

Plants that contains it

• Manihot esculenta

Cross-Links

• PubChem: 138113975
• LOTUS: LTS0205940
• wikiData: Q105193650