(4aR,4bS,7S,8aS,10aS)-7-ethenyl-3-hydroxy-4b,7,10a-trimethyl-1-methylidene-5,6,8,8a,9,10-hexahydro-4aH-phenanthren-2-one

Details

• Internal ID: 1d72c7e3-20a8-4dfd-aecd-015bef8a50ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aR,4bS,7S,8aS,10aS)-7-ethenyl-3-hydroxy-4b,7,10a-trimethyl-1-methylidene-5,6,8,8a,9,10-hexahydro-4aH-phenanthren-2-one
• InChI: InChI=1S/C20H28O2/c1-6-18(3)9-10-20(5)14(12-18)7-8-19(4)13(2)17(22)15(21)11-16(19)20/h6,11,14,16,21H,1-2,7-10,12H2,3-5H3/t14-,16-,18-,19+,20-/m0/s1
• InChI Key: DGDGISHVMVMEBQ-IHXHSXLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7971	79.71%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5533	55.33%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9137	91.37%
P-glycoprotein inhibitior	-	0.8043	80.43%
P-glycoprotein substrate	-	0.8757	87.57%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.6906	69.06%
CYP2C9 inhibition	-	0.8461	84.61%
CYP2C19 inhibition	-	0.7103	71.03%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.6386	63.86%
CYP2C8 inhibition	-	0.7342	73.42%
CYP inhibitory promiscuity	-	0.8747	87.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.6302	63.02%
Skin irritation	+	0.5804	58.04%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8125	81.25%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5308	53.08%
skin sensitisation	+	0.6400	64.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7068	70.68%
Acute Oral Toxicity (c)	III	0.8129	81.29%
Estrogen receptor binding	-	0.5116	51.16%
Androgen receptor binding	-	0.6189	61.89%
Thyroid receptor binding	+	0.6844	68.44%
Glucocorticoid receptor binding	+	0.6390	63.90%
Aromatase binding	+	0.6894	68.94%
PPAR gamma	-	0.6595	65.95%
Honey bee toxicity	-	0.8091	80.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.36%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.47%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.94%	90.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.54%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.26%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	83.11%	95.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.92%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.97%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.64%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.06%	96.38%

Plants that contains it

• Ceriops tagal

Cross-Links

• PubChem: 11551189
• LOTUS: LTS0271448
• wikiData: Q104978604