(1S,2R,4aS,4bS,5R,8aS)-2-ethenyl-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthrene-1,5-diol

Details

• Internal ID: df29cf63-b046-487b-9c25-739ef3a4a4ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2R,4aS,4bS,5R,8aS)-2-ethenyl-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthrene-1,5-diol
• InChI: InChI=1S/C20H32O2/c1-6-19(4)12-9-14-13(17(19)22)7-8-15-18(2,3)11-10-16(21)20(14,15)5/h6-7,14-17,21-22H,1,8-12H2,2-5H3/t14-,15-,16+,17+,19-,20+/m0/s1
• InChI Key: NEPDDPUCCPXVHR-YGPNDZQQSA-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: 4.00
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6352	63.52%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5963	59.63%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5876	58.76%
P-glycoprotein inhibitior	-	0.8495	84.95%
P-glycoprotein substrate	-	0.8305	83.05%
CYP3A4 substrate	+	0.5879	58.79%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8250	82.50%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.6840	68.40%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	-	0.7425	74.25%
CYP inhibitory promiscuity	-	0.7618	76.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6019	60.19%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9022	90.22%
Skin irritation	+	0.5084	50.84%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.8470	84.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7355	73.55%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5166	51.66%
skin sensitisation	+	0.5756	57.56%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6241	62.41%
Acute Oral Toxicity (c)	III	0.8413	84.13%
Estrogen receptor binding	+	0.6092	60.92%
Androgen receptor binding	-	0.4865	48.65%
Thyroid receptor binding	+	0.6605	66.05%
Glucocorticoid receptor binding	+	0.7433	74.33%
Aromatase binding	-	0.6053	60.53%
PPAR gamma	-	0.5760	57.60%
Honey bee toxicity	-	0.8402	84.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	94.57%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.28%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.00%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.13%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.95%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	82.07%	99.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.66%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.64%	92.94%

Plants that contains it

• Hypoestes serpens

Cross-Links

• PubChem: 10946660
• LOTUS: LTS0108000
• wikiData: Q105178091