(4R,4aR)-4-[(Z)-2-(furan-3-yl)ethenyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2-diol

Details

• Internal ID: 00b32b0a-877c-45c0-8295-c16d90ebb13b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4R,4aR)-4-[(Z)-2-(furan-3-yl)ethenyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2-diol
• InChI: InChI=1S/C20H28O3/c1-13-15(7-6-14-8-11-23-12-14)20(4)10-5-9-19(2,3)18(20)17(22)16(13)21/h6-8,11-12,15-18,21-22H,1,5,9-10H2,2-4H3/b7-6-/t15-,16?,17?,18?,20+/m0/s1
• InChI Key: SYQKBFKTJJPSSR-ISTGMHRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.5354	53.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5111	51.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7703	77.03%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9317	93.17%
P-glycoprotein inhibitior	-	0.8037	80.37%
P-glycoprotein substrate	-	0.8160	81.60%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	0.8236	82.36%
CYP2D6 substrate	-	0.7416	74.16%
CYP3A4 inhibition	-	0.6367	63.67%
CYP2C9 inhibition	-	0.6864	68.64%
CYP2C19 inhibition	-	0.5285	52.85%
CYP2D6 inhibition	-	0.8486	84.86%
CYP1A2 inhibition	+	0.5934	59.34%
CYP2C8 inhibition	+	0.4922	49.22%
CYP inhibitory promiscuity	+	0.6662	66.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9842	98.42%
Skin irritation	-	0.5888	58.88%
Skin corrosion	-	0.8993	89.93%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6743	67.43%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6142	61.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.6303	63.03%
Estrogen receptor binding	+	0.7047	70.47%
Androgen receptor binding	+	0.5351	53.51%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.5749	57.49%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.5798	57.98%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	97.38%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.93%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.55%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.75%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.16%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.99%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.99%	97.25%
CHEMBL2039	P27338	Monoamine oxidase B	81.58%	92.51%

Plants that contains it

• Hedychium yunnanense

Cross-Links

• PubChem: 5315416
• NPASS: NPC237101