2-ethenyl-1,7-dihydroxy-2,4b,8,8-tetramethyl-5,7,8a,9-tetrahydro-1H-phenanthrene-3,6-dione

Details

• Internal ID: 17c2d909-3f03-4932-9905-26a53098e201
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-ethenyl-1,7-dihydroxy-2,4b,8,8-tetramethyl-5,7,8a,9-tetrahydro-1H-phenanthrene-3,6-dione
• SMILES (Canonical): CC1(C2CC=C3C(C(C(=O)C=C3C2(CC(=O)C1O)C)(C)C=C)O)C
• SMILES (Isomeric): CC1(C2CC=C3C(C(C(=O)C=C3C2(CC(=O)C1O)C)(C)C=C)O)C
• InChI: InChI=1S/C20H26O4/c1-6-19(4)15(22)9-12-11(16(19)23)7-8-14-18(2,3)17(24)13(21)10-20(12,14)5/h6-7,9,14,16-17,23-24H,1,8,10H2,2-5H3
• InChI Key: WNHOOXVMGONUHL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• 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	+	0.9933	99.33%
Caco-2	-	0.6206	62.06%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8010	80.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.8008	80.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5985	59.85%
P-glycoprotein inhibitior	-	0.8818	88.18%
P-glycoprotein substrate	-	0.8219	82.19%
CYP3A4 substrate	+	0.5994	59.94%
CYP2C9 substrate	-	0.7696	76.96%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.5649	56.49%
CYP2C9 inhibition	-	0.8574	85.74%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.8329	83.29%
CYP2C8 inhibition	-	0.7455	74.55%
CYP inhibitory promiscuity	-	0.8701	87.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5876	58.76%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.5259	52.59%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.5328	53.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5305	53.05%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.5812	58.12%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6786	67.86%
Acute Oral Toxicity (c)	III	0.4092	40.92%
Estrogen receptor binding	+	0.6684	66.84%
Androgen receptor binding	+	0.6175	61.75%
Thyroid receptor binding	+	0.6736	67.36%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.6945	69.45%
PPAR gamma	+	0.5785	57.85%
Honey bee toxicity	-	0.7230	72.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	97.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.43%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.91%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.82%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.00%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.40%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%

Plants that contains it

• Manihot esculenta

Cross-Links

• PubChem: 14191202
• LOTUS: LTS0262809
• wikiData: Q105309090