2-Ethenyl-1,7-dihydroxy-2,4b,8,8-tetramethyl-1,5,6,7,8a,9-hexahydrophenanthren-3-one

Details

• Internal ID: d1db1be0-9b6e-4650-837e-08cf3c59a88f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-ethenyl-1,7-dihydroxy-2,4b,8,8-tetramethyl-1,5,6,7,8a,9-hexahydrophenanthren-3-one
• SMILES (Canonical): CC1(C(CCC2(C1CC=C3C2=CC(=O)C(C3O)(C)C=C)C)O)C
• SMILES (Isomeric): CC1(C(CCC2(C1CC=C3C2=CC(=O)C(C3O)(C)C=C)C)O)C
• InChI: InChI=1S/C20H28O3/c1-6-19(4)16(22)11-13-12(17(19)23)7-8-14-18(2,3)15(21)9-10-20(13,14)5/h6-7,11,14-15,17,21,23H,1,8-10H2,2-5H3
• InChI Key: CXCMTMDJYUJDDT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.18
• 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	+	0.5664	56.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7831	78.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.8899	88.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.6603	66.03%
P-glycoprotein inhibitior	-	0.8904	89.04%
P-glycoprotein substrate	-	0.8719	87.19%
CYP3A4 substrate	+	0.6062	60.62%
CYP2C9 substrate	-	0.7825	78.25%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.7790	77.90%
CYP2C9 inhibition	-	0.8184	81.84%
CYP2C19 inhibition	-	0.7689	76.89%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8602	86.02%
CYP2C8 inhibition	-	0.7657	76.57%
CYP inhibitory promiscuity	-	0.8801	88.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5290	52.90%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9496	94.96%
Skin irritation	+	0.5701	57.01%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5638	56.38%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	-	0.5474	54.74%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5196	51.96%
Acute Oral Toxicity (c)	I	0.6731	67.31%
Estrogen receptor binding	+	0.6437	64.37%
Androgen receptor binding	+	0.5561	55.61%
Thyroid receptor binding	+	0.7200	72.00%
Glucocorticoid receptor binding	+	0.6467	64.67%
Aromatase binding	+	0.5607	56.07%
PPAR gamma	+	0.6798	67.98%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	96.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.39%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.83%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.45%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.24%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	84.51%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.00%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.98%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.14%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.10%	97.25%

Plants that contains it

• Jatropha divaricata

Cross-Links

• PubChem: 73088554
• LOTUS: LTS0150388
• wikiData: Q104971747