(1S)-1-[(2S,4bS,5R,8aS)-5-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]ethane-1,2-diol

Details

• Internal ID: 8c0593b7-2465-4abd-9c8e-a5258b47d7c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S)-1-[(2S,4bS,5R,8aS)-5-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]ethane-1,2-diol
• InChI: InChI=1S/C20H34O3/c1-18(2)9-8-16(22)20(4)14-7-10-19(3,17(23)12-21)11-13(14)5-6-15(18)20/h5,14-17,21-23H,6-12H2,1-4H3/t14?,15-,16+,17+,19-,20+/m0/s1
• InChI Key: RMRLASQFTPYVGV-KDMUWYAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6389	63.89%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7818	78.18%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6083	60.83%
BSEP inhibitior	-	0.6163	61.63%
P-glycoprotein inhibitior	-	0.8657	86.57%
P-glycoprotein substrate	-	0.7093	70.93%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.7785	77.85%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8556	85.56%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	-	0.7849	78.49%
CYP inhibitory promiscuity	-	0.8579	85.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7041	70.41%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9393	93.93%
Skin irritation	-	0.6197	61.97%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4277	42.77%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.7317	73.17%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7467	74.67%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.7372	73.72%
Androgen receptor binding	+	0.5707	57.07%
Thyroid receptor binding	+	0.7288	72.88%
Glucocorticoid receptor binding	+	0.8242	82.42%
Aromatase binding	+	0.6099	60.99%
PPAR gamma	-	0.5324	53.24%
Honey bee toxicity	-	0.8637	86.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9725	97.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.41%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.55%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.50%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.32%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.27%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.22%	96.61%

Plants that contains it

• Ceriops decandra

Cross-Links

• PubChem: 5315787
• NPASS: NPC149417
• LOTUS: LTS0096557
• wikiData: Q105241013