(1R,2S,4aS,7R,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,5,6,8,9,10,10a-octahydro-2H-phenanthren-2-ol

Details

• Internal ID: 51c6516d-bfb3-4e36-baa8-e400fb469a49
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,4aS,7R,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,5,6,8,9,10,10a-octahydro-2H-phenanthren-2-ol
• SMILES (Canonical): CC1(CCC2=C(C1)CCC3C2(CCC(C3(C)CO)O)C)C=C
• SMILES (Isomeric): C[C@]1(CCC2=C(C1)CC[C@@H]3[C@@]2(CC[C@@H]([C@@]3(C)CO)O)C)C=C
• InChI: InChI=1S/C20H32O2/c1-5-18(2)10-8-15-14(12-18)6-7-16-19(15,3)11-9-17(22)20(16,4)13-21/h5,16-17,21-22H,1,6-13H2,2-4H3/t16-,17+,18-,19-,20+/m1/s1
• InChI Key: BKFXQSFQHZDNSM-IVDHNXQLSA-N
• Popularity: 0 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): 4.23
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.7979	79.79%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5836	58.36%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6018	60.18%
BSEP inhibitior	+	0.7205	72.05%
P-glycoprotein inhibitior	-	0.8856	88.56%
P-glycoprotein substrate	-	0.8624	86.24%
CYP3A4 substrate	+	0.6035	60.35%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8132	81.32%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.7544	75.44%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.8134	81.34%
CYP2C8 inhibition	-	0.6932	69.32%
CYP inhibitory promiscuity	-	0.7774	77.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.7986	79.86%
Skin irritation	-	0.6153	61.53%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3900	39.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6921	69.21%
skin sensitisation	-	0.7758	77.58%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5485	54.85%
Acute Oral Toxicity (c)	III	0.7582	75.82%
Estrogen receptor binding	+	0.6252	62.52%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	+	0.6354	63.54%
Glucocorticoid receptor binding	+	0.7800	78.00%
Aromatase binding	+	0.5285	52.85%
PPAR gamma	-	0.5087	50.87%
Honey bee toxicity	-	0.8356	83.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9698	96.98%

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	91.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.47%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.96%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.01%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.03%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL1977	P11473	Vitamin D receptor	82.92%	99.43%
CHEMBL233	P35372	Mu opioid receptor	81.94%	97.93%
CHEMBL1871	P10275	Androgen Receptor	81.85%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.68%	95.50%
CHEMBL2581	P07339	Cathepsin D	80.94%	98.95%

Plants that contains it

• Platycladus orientalis

Cross-Links

• PubChem: 162905125
• LOTUS: LTS0121523
• wikiData: Q104937549