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

Details

• Internal ID: 3a44571e-4bb0-47b0-bd8c-7cfbbfaf5033
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1-[(2R,4bR,7S)-7-hydroxy-2-(hydroxymethyl)-4b,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]ethane-1,2-diol
• InChI: InChI=1S/C20H34O4/c1-18(2)15-5-4-13-10-20(12-22,17(24)11-21)9-6-14(13)19(15,3)8-7-16(18)23/h4,14-17,21-24H,5-12H2,1-3H3/t14?,15?,16-,17?,19+,20+/m0/s1
• InChI Key: AQFDLPKDGJJOGK-JJEAPZRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9581	95.81%
Caco-2	+	0.5672	56.72%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	-	0.2665	26.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5925	59.25%
BSEP inhibitior	-	0.4600	46.00%
P-glycoprotein inhibitior	-	0.8989	89.89%
P-glycoprotein substrate	-	0.7312	73.12%
CYP3A4 substrate	+	0.6144	61.44%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.9208	92.08%
CYP2C9 inhibition	-	0.8792	87.92%
CYP2C19 inhibition	-	0.8590	85.90%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	-	0.8322	83.22%
CYP inhibitory promiscuity	-	0.9442	94.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7185	71.85%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9620	96.20%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5098	50.98%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8301	83.01%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7880	78.80%
Acute Oral Toxicity (c)	III	0.7548	75.48%
Estrogen receptor binding	+	0.7733	77.33%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.7042	70.42%
Glucocorticoid receptor binding	+	0.8143	81.43%
Aromatase binding	+	0.5930	59.30%
PPAR gamma	+	0.5459	54.59%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9586	95.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.55%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.04%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.95%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.48%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.92%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.34%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.19%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.65%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.81%	92.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.65%	95.89%

Plants that contains it

• Piqueria trinervia

Cross-Links

• PubChem: 100927204
• LOTUS: LTS0245841
• wikiData: Q104916813