7-Ethenyl-2,6-dihydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,8,10,10a-octahydrophenanthren-3-one

Details

• Internal ID: 5b78e918-2cd2-404a-b159-72a9cbf76b46
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-ethenyl-2,6-dihydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,8,10,10a-octahydrophenanthren-3-one
• SMILES (Canonical): CC1(C2CC=C3CC(C(CC3C2(CC(=O)C1O)C)O)(C)C=C)C
• SMILES (Isomeric): CC1(C2CC=C3CC(C(CC3C2(CC(=O)C1O)C)O)(C)C=C)C
• InChI: InChI=1S/C20H30O3/c1-6-19(4)10-12-7-8-15-18(2,3)17(23)14(21)11-20(15,5)13(12)9-16(19)22/h6-7,13,15-17,22-23H,1,8-11H2,2-5H3
• InChI Key: OOMYUULZZJPOPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.5384	53.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6176	61.76%
P-glycoprotein inhibitior	-	0.8745	87.45%
P-glycoprotein substrate	-	0.8412	84.12%
CYP3A4 substrate	+	0.6128	61.28%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.6894	68.94%
CYP2C9 inhibition	-	0.8640	86.40%
CYP2C19 inhibition	-	0.7358	73.58%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.9127	91.27%
CYP2C8 inhibition	-	0.8489	84.89%
CYP inhibitory promiscuity	-	0.8492	84.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.5153	51.53%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6547	65.47%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	+	0.4824	48.24%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.7381	73.81%
Estrogen receptor binding	+	0.5707	57.07%
Androgen receptor binding	+	0.5426	54.26%
Thyroid receptor binding	+	0.6521	65.21%
Glucocorticoid receptor binding	+	0.8384	83.84%
Aromatase binding	+	0.5462	54.62%
PPAR gamma	-	0.5819	58.19%
Honey bee toxicity	-	0.7678	76.78%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	94.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.35%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.33%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.79%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.37%	89.00%

Plants that contains it

• Euphorbia jolkinii

Cross-Links

• PubChem: 162962220
• LOTUS: LTS0246535
• wikiData: Q105195488