(4aS,4bR,7R,8aR,10aR)-7-ethenyl-2-hydroxy-1,4b,7,10a-tetramethyl-4,4a,5,6,8,8a,9,10-octahydrophenanthren-3-one

Details

• Internal ID: 86342c97-917f-405c-889a-d1b389771931
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aS,4bR,7R,8aR,10aR)-7-ethenyl-2-hydroxy-1,4b,7,10a-tetramethyl-4,4a,5,6,8,8a,9,10-octahydrophenanthren-3-one
• SMILES (Canonical): CC1=C(C(=O)CC2C1(CCC3C2(CCC(C3)(C)C=C)C)C)O
• SMILES (Isomeric): CC1=C(C(=O)C[C@@H]2[C@]1(CC[C@H]3[C@]2(CC[C@@](C3)(C)C=C)C)C)O
• InChI: InChI=1S/C20H30O2/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/h6,14,16,22H,1,7-12H2,2-5H3/t14-,16-,18-,19+,20-/m1/s1
• InChI Key: GJYCSCFUJNJVHU-TVFZMDHNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.21
• 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	+	0.9969	99.69%
Caco-2	+	0.8373	83.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7035	70.35%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.7939	79.39%
P-glycoprotein inhibitior	-	0.7506	75.06%
P-glycoprotein substrate	-	0.9004	90.04%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.6353	63.53%
CYP2C9 inhibition	-	0.8365	83.65%
CYP2C19 inhibition	-	0.5861	58.61%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.6975	69.75%
CYP2C8 inhibition	-	0.7655	76.55%
CYP inhibitory promiscuity	-	0.9037	90.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5382	53.82%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.6797	67.97%
Skin irritation	+	0.6076	60.76%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8317	83.17%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	+	0.5222	52.22%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5608	56.08%
Acute Oral Toxicity (c)	III	0.8260	82.60%
Estrogen receptor binding	+	0.6211	62.11%
Androgen receptor binding	-	0.5369	53.69%
Thyroid receptor binding	+	0.7349	73.49%
Glucocorticoid receptor binding	+	0.7572	75.72%
Aromatase binding	+	0.6381	63.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7769	77.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	95.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	86.92%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.23%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.20%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.77%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.45%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.09%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.99%	82.69%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.92%	97.36%

Plants that contains it

• Ceriops tagal

Cross-Links

• PubChem: 163076806
• LOTUS: LTS0024891
• wikiData: Q105009614