7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-4,5-diol

Details

• Internal ID: 3ade7554-d9b9-4eb4-9a2a-9f932c8cde33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-4,5-diol
• SMILES (Canonical): CC1(CCC(C2(C1CCC3=CC(CC(C32)O)(C)C=C)C)O)C
• SMILES (Isomeric): CC1(CCC(C2(C1CCC3=CC(CC(C32)O)(C)C=C)C)O)C
• InChI: InChI=1S/C20H32O2/c1-6-19(4)11-13-7-8-15-18(2,3)10-9-16(22)20(15,5)17(13)14(21)12-19/h6,11,14-17,21-22H,1,7-10,12H2,2-5H3
• InChI Key: XSFKYBKBHXNLJA-UHFFFAOYSA-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: 4.20
• 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	+	0.6294	62.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5963	59.63%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4498	44.98%
P-glycoprotein inhibitior	-	0.8616	86.16%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	+	0.6145	61.45%
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	-	0.6398	63.98%
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	-	0.9736	97.36%
Skin irritation	+	0.5084	50.84%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.6423	64.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3730	37.30%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5585	55.85%
skin sensitisation	+	0.5756	57.56%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.8413	84.13%
Estrogen receptor binding	+	0.6636	66.36%
Androgen receptor binding	+	0.5755	57.55%
Thyroid receptor binding	+	0.6282	62.82%
Glucocorticoid receptor binding	+	0.5911	59.11%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6290	62.90%
Honey bee toxicity	-	0.8558	85.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
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	94.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.71%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	83.94%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.10%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.22%	91.07%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.39%	91.79%

Plants that contains it

• Jefea phyllocephala
• Kaempferia marginata

Cross-Links

• PubChem: 72999005
• LOTUS: LTS0077309
• wikiData: Q105341001