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

Details

• Internal ID: 9abbf2e3-cd34-4254-94b7-9fc991c58f64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R)-1-[(2S,4aS,4bR,8R,10aS)-8-(hydroxymethyl)-2,4a,8-trimethyl-3,4,4b,5,6,7,10,10a-octahydro-1H-phenanthren-2-yl]ethane-1,2-diol
• InChI: InChI=1S/C20H34O3/c1-18(17(23)12-21)9-10-20(3)14(11-18)6-7-15-16(20)5-4-8-19(15,2)13-22/h7,14,16-17,21-23H,4-6,8-13H2,1-3H3/t14-,16-,17-,18-,19-,20-/m0/s1
• InChI Key: UIHRWFGRWXARFZ-ZXIXUEFNSA-N
• Popularity: 2 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: 3.10
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	+	0.5666	56.66%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5648	56.48%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6041	60.41%
BSEP inhibitior	-	0.6770	67.70%
P-glycoprotein inhibitior	-	0.8927	89.27%
P-glycoprotein substrate	-	0.7037	70.37%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.7032	70.32%
CYP2C9 inhibition	-	0.7723	77.23%
CYP2C19 inhibition	-	0.7471	74.71%
CYP2D6 inhibition	-	0.8983	89.83%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	-	0.7610	76.10%
CYP inhibitory promiscuity	-	0.8639	86.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6817	68.17%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9399	93.99%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3800	38.00%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5662	56.62%
skin sensitisation	-	0.6959	69.59%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8287	82.87%
Acute Oral Toxicity (c)	III	0.5773	57.73%
Estrogen receptor binding	+	0.8167	81.67%
Androgen receptor binding	-	0.5301	53.01%
Thyroid receptor binding	+	0.7543	75.43%
Glucocorticoid receptor binding	+	0.7983	79.83%
Aromatase binding	+	0.6353	63.53%
PPAR gamma	-	0.5735	57.35%
Honey bee toxicity	-	0.8673	86.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9283	92.83%

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	98.28%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.73%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.23%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.49%	82.69%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.82%	96.21%
CHEMBL2581	P07339	Cathepsin D	83.75%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	81.41%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.13%	92.62%

Plants that contains it

• Hymenothrix glandulopubescens

Cross-Links

• PubChem: 163193436
• LOTUS: LTS0001859
• wikiData: Q105273382