(2R,4aS,4bR,6S,7R,8aR,10aS)-7-ethenyl-4b,7,10a-trimethyl-1-methylidene-2,3,4,4a,5,6,8,8a,9,10-decahydrophenanthrene-2,6-diol

Details

• Internal ID: ae8cd558-73e4-4345-9943-9fab37dbda83
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (2R,4aS,4bR,6S,7R,8aR,10aS)-7-ethenyl-4b,7,10a-trimethyl-1-methylidene-2,3,4,4a,5,6,8,8a,9,10-decahydrophenanthrene-2,6-diol
• InChI: InChI=1S/C20H32O2/c1-6-18(3)11-14-9-10-19(4)13(2)15(21)7-8-16(19)20(14,5)12-17(18)22/h6,14-17,21-22H,1-2,7-12H2,3-5H3/t14-,15-,16-,17+,18+,19-,20-/m1/s1
• InChI Key: SEWWRXQGNOQVSS-VLPZOFFVSA-N
• Popularity: 2 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: 4.30
• 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	+	0.9964	99.64%
Caco-2	+	0.6530	65.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4658	46.58%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9363	93.63%
P-glycoprotein inhibitior	-	0.9042	90.42%
P-glycoprotein substrate	-	0.8252	82.52%
CYP3A4 substrate	+	0.6227	62.27%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.6405	64.05%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.7085	70.85%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.7448	74.48%
CYP2C8 inhibition	-	0.7395	73.95%
CYP inhibitory promiscuity	-	0.8112	81.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8253	82.53%
Skin irritation	+	0.5446	54.46%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5072	50.72%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	+	0.5628	56.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5605	56.05%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.8539	85.39%
Androgen receptor binding	-	0.4904	49.04%
Thyroid receptor binding	+	0.7055	70.55%
Glucocorticoid receptor binding	+	0.8360	83.60%
Aromatase binding	+	0.7047	70.47%
PPAR gamma	-	0.6183	61.83%
Honey bee toxicity	-	0.7953	79.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.53%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.77%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	89.68%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	85.18%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.90%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	84.41%	99.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.46%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.22%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.53%	92.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.40%	95.56%
CHEMBL1871	P10275	Androgen Receptor	80.77%	96.43%

Plants that contains it

• Givotia madagascariensis

Cross-Links

• PubChem: 11403956
• LOTUS: LTS0065645
• wikiData: Q105251586