(2S,4R,4aR,4bS,7S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-2,4-diol

Details

• Internal ID: dc16393d-ce27-4332-a173-d4e1bac8d3ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,4R,4aR,4bS,7S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-2,4-diol
• InChI: InChI=1S/C20H32O2/c1-6-19(4)10-9-14-13(12-19)7-8-15-18(2,3)16(21)11-17(22)20(14,15)5/h6-7,14-17,21-22H,1,8-12H2,2-5H3/t14-,15-,16-,17+,19-,20+/m0/s1
• InChI Key: PTLKPRQMWFHWQX-WDYSCTGBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 2
• 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	+	0.9925	99.25%
Caco-2	+	0.6548	65.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5795	57.95%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5487	54.87%
P-glycoprotein inhibitior	-	0.8770	87.70%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	+	0.5994	59.94%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.8232	82.32%
CYP2C19 inhibition	-	0.6780	67.80%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.7530	75.30%
CYP2C8 inhibition	-	0.7234	72.34%
CYP inhibitory promiscuity	-	0.7223	72.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5853	58.53%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9197	91.97%
Skin irritation	+	0.5243	52.43%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.8464	84.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8241	82.41%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5404	54.04%
skin sensitisation	-	0.5359	53.59%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5584	55.84%
Acute Oral Toxicity (c)	I	0.6907	69.07%
Estrogen receptor binding	+	0.6264	62.64%
Androgen receptor binding	-	0.4913	49.13%
Thyroid receptor binding	+	0.6596	65.96%
Glucocorticoid receptor binding	+	0.7077	70.77%
Aromatase binding	-	0.5603	56.03%
PPAR gamma	-	0.5404	54.04%
Honey bee toxicity	-	0.7447	74.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9872	98.72%

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	94.29%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.97%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	91.89%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.80%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.65%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.24%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.51%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.24%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	83.88%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.86%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.64%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.96%	92.94%

Plants that contains it

• Premna serratifolia

Cross-Links

• PubChem: 56970617
• LOTUS: LTS0068630
• wikiData: Q105214713