(2R,4aS,4bS,7S,10aR)-7-ethenyl-7-(hydroxymethyl)-1,1,4a-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-ol

Details

• Internal ID: 39623ffe-b884-4fa2-91e9-58118e94e4ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,4aS,4bS,7S,10aR)-7-ethenyl-7-(hydroxymethyl)-1,1,4a-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-ol
• InChI: InChI=1S/C20H32O2/c1-5-20(13-21)11-8-15-14(12-20)6-7-16-18(2,3)17(22)9-10-19(15,16)4/h5,12,15-17,21-22H,1,6-11,13H2,2-4H3/t15-,16-,17+,19-,20+/m0/s1
• InChI Key: RFRRZMCUAJQGEA-VBYALHQYSA-N
• Popularity: 2 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: 4.10
• Atomic LogP (AlogP): 4.08
• 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	+	0.9957	99.57%
Caco-2	+	0.7188	71.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5813	58.13%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5885	58.85%
BSEP inhibitior	+	0.6291	62.91%
P-glycoprotein inhibitior	-	0.9193	91.93%
P-glycoprotein substrate	-	0.8678	86.78%
CYP3A4 substrate	+	0.6132	61.32%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7840	78.40%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	-	0.8714	87.14%
CYP2C8 inhibition	-	0.7222	72.22%
CYP inhibitory promiscuity	-	0.7100	71.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6763	67.63%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.6518	65.18%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.7864	78.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4194	41.94%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6016	60.16%
skin sensitisation	-	0.6236	62.36%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8735	87.35%
Acute Oral Toxicity (c)	III	0.8312	83.12%
Estrogen receptor binding	+	0.5908	59.08%
Androgen receptor binding	+	0.6452	64.52%
Thyroid receptor binding	+	0.6398	63.98%
Glucocorticoid receptor binding	+	0.8329	83.29%
Aromatase binding	+	0.5433	54.33%
PPAR gamma	+	0.6171	61.71%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1977	P11473	Vitamin D receptor	92.42%	99.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.69%	91.11%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	90.23%	85.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.86%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.56%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.52%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.32%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%

Plants that contains it

• Euphorbia fischeri

Cross-Links

• PubChem: 162932406
• LOTUS: LTS0045539
• wikiData: Q105235562