(1S)-1-[(2R,4aS,4bS,8aS)-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]ethane-1,2-diol

Details

• Internal ID: a47ac536-e062-4138-987c-e0c5b5e0730e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S)-1-[(2R,4aS,4bS,8aS)-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]ethane-1,2-diol
• InChI: InChI=1S/C20H34O2/c1-18(2)9-5-10-20(4)15-8-11-19(3,17(22)13-21)12-14(15)6-7-16(18)20/h12,15-17,21-22H,5-11,13H2,1-4H3/t15-,16-,17+,19+,20+/m0/s1
• InChI Key: WSYMNFBVLKNIMC-OCBLOMHFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.31
• 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	+	0.9923	99.23%
Caco-2	+	0.7336	73.36%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4745	47.45%
P-glycoprotein inhibitior	-	0.8526	85.26%
P-glycoprotein substrate	-	0.7980	79.80%
CYP3A4 substrate	+	0.5460	54.60%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.8134	81.34%
CYP2C9 inhibition	-	0.7112	71.12%
CYP2C19 inhibition	-	0.7228	72.28%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.8243	82.43%
CYP2C8 inhibition	-	0.7346	73.46%
CYP inhibitory promiscuity	-	0.7632	76.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9663	96.63%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4803	48.03%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7369	73.69%
skin sensitisation	-	0.5350	53.50%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8522	85.22%
Acute Oral Toxicity (c)	III	0.6691	66.91%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.6174	61.74%
Thyroid receptor binding	+	0.7590	75.90%
Glucocorticoid receptor binding	+	0.9016	90.16%
Aromatase binding	+	0.5423	54.23%
PPAR gamma	+	0.5390	53.90%
Honey bee toxicity	-	0.9172	91.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.58%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.75%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.46%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.79%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.37%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.85%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.46%	94.45%

Plants that contains it

• Ceriops tagal

Cross-Links

• PubChem: 162941981
• LOTUS: LTS0140819
• wikiData: Q105312215