(2R)-3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2,5-dihydrofuran-2-ol

Details

• Internal ID: 58fa247d-5aae-4472-a102-d657397ba4be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (2R)-3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2,5-dihydrofuran-2-ol
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2C=CC3=CCOC3O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2/C=C/C3=CCO[C@H]3O)(C)C
• InChI: InChI=1S/C20H30O2/c1-14-6-9-17-19(2,3)11-5-12-20(17,4)16(14)8-7-15-10-13-22-18(15)21/h7-8,10,16-18,21H,1,5-6,9,11-13H2,2-4H3/b8-7+/t16-,17-,18+,20+/m0/s1
• InChI Key: HELSLPPFBNDURG-ILRUJRCLSA-N
• Popularity: 0 references 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): 29.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.6470	64.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5378	53.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.8047	80.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6032	60.32%
P-glycoprotein inhibitior	-	0.8229	82.29%
P-glycoprotein substrate	-	0.8323	83.23%
CYP3A4 substrate	+	0.6260	62.60%
CYP2C9 substrate	-	0.8081	80.81%
CYP2D6 substrate	-	0.8101	81.01%
CYP3A4 inhibition	-	0.6723	67.23%
CYP2C9 inhibition	-	0.6427	64.27%
CYP2C19 inhibition	+	0.5442	54.42%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.5989	59.89%
CYP2C8 inhibition	+	0.5227	52.27%
CYP inhibitory promiscuity	-	0.7053	70.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9518	95.18%
Skin irritation	-	0.6449	64.49%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7453	74.53%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.6041	60.41%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6247	62.47%
Acute Oral Toxicity (c)	III	0.6975	69.75%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	-	0.5381	53.81%
Thyroid receptor binding	+	0.7038	70.38%
Glucocorticoid receptor binding	+	0.7645	76.45%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.7011	70.11%
Honey bee toxicity	-	0.8183	81.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.75%	97.25%
CHEMBL1977	P11473	Vitamin D receptor	91.72%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.41%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.31%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.41%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.85%	83.57%
CHEMBL1871	P10275	Androgen Receptor	80.76%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.66%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.08%	90.17%

Plants that contains it

• Alpinia chinensis

Cross-Links

• PubChem: 163187910
• LOTUS: LTS0031047
• wikiData: Q105026895