(1R,3E,7E,11S,12S)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7-diene-1,12-diol

Details

• Internal ID: 48b3b6f3-035c-4c0e-92d5-24343e662a91
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,3E,7E,11S,12S)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7-diene-1,12-diol
• SMILES (Canonical): CC1=CCCC(=CCC2(CCC(C(C2(C)C)CC1)(C)O)O)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C[C@@]2(CC[C@]([C@H](C2(C)C)CC1)(C)O)O)/C
• InChI: InChI=1S/C20H34O2/c1-15-7-6-8-16(2)11-12-20(22)14-13-19(5,21)17(10-9-15)18(20,3)4/h7,11,17,21-22H,6,8-10,12-14H2,1-5H3/b15-7+,16-11+/t17-,19-,20-/m0/s1
• InChI Key: IFPFCKPDFVAGIT-YBINWXTOSA-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: 3.60
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8089	80.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5658	56.58%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9607	96.07%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6233	62.33%
P-glycoprotein inhibitior	-	0.9187	91.87%
P-glycoprotein substrate	-	0.9069	90.69%
CYP3A4 substrate	+	0.5517	55.17%
CYP2C9 substrate	-	0.7552	75.52%
CYP2D6 substrate	-	0.8004	80.04%
CYP3A4 inhibition	-	0.7379	73.79%
CYP2C9 inhibition	-	0.8908	89.08%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.7357	73.57%
CYP2C8 inhibition	-	0.6151	61.51%
CYP inhibitory promiscuity	-	0.8059	80.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5878	58.78%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8201	82.01%
Skin irritation	+	0.6517	65.17%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4063	40.63%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.7028	70.28%
skin sensitisation	+	0.7319	73.19%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7468	74.68%
Acute Oral Toxicity (c)	III	0.8191	81.91%
Estrogen receptor binding	+	0.7260	72.60%
Androgen receptor binding	-	0.6004	60.04%
Thyroid receptor binding	+	0.6216	62.16%
Glucocorticoid receptor binding	+	0.7332	73.32%
Aromatase binding	+	0.6959	69.59%
PPAR gamma	+	0.6025	60.25%
Honey bee toxicity	-	0.9421	94.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9667	96.67%

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	97.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.10%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.60%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.65%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.55%	95.56%

Plants that contains it

• Jackiella javanica

Cross-Links

• PubChem: 101936078
• LOTUS: LTS0203459
• wikiData: Q105369416