(2R,3R,4R,4aR,8aR)-3,4a,8,8-tetramethyl-4-(3-methylidenepent-4-enyl)-2,4,5,6,7,8a-hexahydro-1H-naphthalene-2,3-diol

Details

• Internal ID: 138aea61-9e49-4dd1-a8bd-6e06caaced1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,3R,4R,4aR,8aR)-3,4a,8,8-tetramethyl-4-(3-methylidenepent-4-enyl)-2,4,5,6,7,8a-hexahydro-1H-naphthalene-2,3-diol
• InChI: InChI=1S/C20H34O2/c1-7-14(2)9-10-15-19(5)12-8-11-18(3,4)16(19)13-17(21)20(15,6)22/h7,15-17,21-22H,1-2,8-13H2,3-6H3/t15-,16-,17-,19+,20-/m1/s1
• InChI Key: VQSIZTCTRFXMEQ-RISVGRPXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.6562	65.62%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5795	57.95%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5583	55.83%
P-glycoprotein inhibitior	-	0.8786	87.86%
P-glycoprotein substrate	-	0.8412	84.12%
CYP3A4 substrate	+	0.5879	58.79%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7358	73.58%
CYP2C9 inhibition	-	0.8750	87.50%
CYP2C19 inhibition	-	0.6001	60.01%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8631	86.31%
CYP2C8 inhibition	-	0.6777	67.77%
CYP inhibitory promiscuity	-	0.7958	79.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8438	84.38%
Skin irritation	-	0.5373	53.73%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4341	43.41%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	+	0.5276	52.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6715	67.15%
Acute Oral Toxicity (c)	III	0.7497	74.97%
Estrogen receptor binding	+	0.6404	64.04%
Androgen receptor binding	-	0.6085	60.85%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.7241	72.41%
Aromatase binding	+	0.5992	59.92%
PPAR gamma	-	0.5552	55.52%
Honey bee toxicity	-	0.7541	75.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL233	P35372	Mu opioid receptor	92.40%	97.93%
CHEMBL4040	P28482	MAP kinase ERK2	91.09%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	88.44%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.83%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.63%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.29%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	85.88%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.94%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	82.15%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.66%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.18%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.06%	96.61%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 163189394
• LOTUS: LTS0029733
• wikiData: Q105291472