(1S,2R,5Z,7E,11E)-5-(2-hydroxypropan-2-yl)-2,8,12-trimethylcyclotetradeca-5,7,11-triene-1,2-diol

Details

• Internal ID: 5d084d42-8445-48d6-b4dd-148c5c5d6cd3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1S,2R,5Z,7E,11E)-5-(2-hydroxypropan-2-yl)-2,8,12-trimethylcyclotetradeca-5,7,11-triene-1,2-diol
• SMILES (Canonical): CC1=CCCC(=CC=C(CCC(C(CC1)O)(C)O)C(C)(C)O)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C=C(/CC[C@@]([C@H](CC1)O)(C)O)\C(C)(C)O)/C
• InChI: InChI=1S/C20H34O3/c1-15-7-6-8-16(2)10-12-18(21)20(5,23)14-13-17(11-9-15)19(3,4)22/h8-9,11,18,21-23H,6-7,10,12-14H2,1-5H3/b15-9+,16-8+,17-11-/t18-,20+/m0/s1
• InChI Key: DFJSWEJPLPHMFZ-VHWUCYLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.7519	75.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6964	69.64%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9539	95.39%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7375	73.75%
P-glycoprotein inhibitior	-	0.8356	83.56%
P-glycoprotein substrate	-	0.7958	79.58%
CYP3A4 substrate	+	0.5909	59.09%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7724	77.24%
CYP3A4 inhibition	-	0.7948	79.48%
CYP2C9 inhibition	-	0.8185	81.85%
CYP2C19 inhibition	-	0.7448	74.48%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	-	0.5877	58.77%
CYP inhibitory promiscuity	-	0.9153	91.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6329	63.29%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.9280	92.80%
Skin irritation	+	0.5590	55.90%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6106	61.06%
skin sensitisation	+	0.5798	57.98%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6475	64.75%
Estrogen receptor binding	+	0.5331	53.31%
Androgen receptor binding	-	0.4866	48.66%
Thyroid receptor binding	+	0.6992	69.92%
Glucocorticoid receptor binding	+	0.7214	72.14%
Aromatase binding	-	0.5325	53.25%
PPAR gamma	+	0.5670	56.70%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9530	95.30%

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	99.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.55%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.66%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.63%	92.94%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.54%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.03%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.62%	97.09%
CHEMBL1871	P10275	Androgen Receptor	81.54%	96.43%

Plants that contains it

• Dryopteris crassirhizoma
• Dryopteris villarii

Cross-Links

• PubChem: 102394763
• LOTUS: LTS0232263
• wikiData: Q105111435