(2Z)-2-[(2S,3R,4R)-3-[(3E,7E,10S)-10-[(2R)-3,3-dimethyloxiran-2-yl]-10-hydroxy-4,8-dimethyldeca-3,7-dienyl]-2-(3-hydroxypropyl)-3,4-dimethylcyclohexylidene]propanal

Details

• Internal ID: 4683db67-a1fb-4e6f-9de7-91c9a0ec32bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2Z)-2-[(2S,3R,4R)-3-[(3E,7E,10S)-10-[(2R)-3,3-dimethyloxiran-2-yl]-10-hydroxy-4,8-dimethyldeca-3,7-dienyl]-2-(3-hydroxypropyl)-3,4-dimethylcyclohexylidene]propanal
• SMILES (Canonical): CC1CCC(=C(C)C=O)C(C1(C)CCC=C(C)CCC=C(C)CC(C2C(O2)(C)C)O)CCCO
• SMILES (Isomeric): C[C@@H]1CC/C(=C(\C)/C=O)/[C@H]([C@]1(C)CC/C=C(\C)/CC/C=C(\C)/C[C@@H]([C@@H]2C(O2)(C)C)O)CCCO
• InChI: InChI=1S/C30H50O4/c1-21(11-8-12-22(2)19-27(33)28-29(5,6)34-28)13-9-17-30(7)24(4)15-16-25(23(3)20-32)26(30)14-10-18-31/h12-13,20,24,26-28,31,33H,8-11,14-19H2,1-7H3/b21-13+,22-12+,25-23-/t24-,26-,27+,28-,30-/m1/s1
• InChI Key: SZBACOZLVMVKCH-OFPJREHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₄
• Molecular Weight: 474.70 g/mol
• Exact Mass: 474.37091007 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9746	97.46%
Caco-2	-	0.5718	57.18%
Blood Brain Barrier	+	0.7885	78.85%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7719	77.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	+	0.5118	51.18%
BSEP inhibitior	+	0.9603	96.03%
P-glycoprotein inhibitior	+	0.7812	78.12%
P-glycoprotein substrate	+	0.5738	57.38%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.6238	62.38%
CYP2C9 inhibition	-	0.7246	72.46%
CYP2C19 inhibition	-	0.8118	81.18%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.7908	79.08%
CYP2C8 inhibition	+	0.6103	61.03%
CYP inhibitory promiscuity	-	0.8990	89.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.6610	66.10%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9524	95.24%
Skin irritation	-	0.7100	71.00%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8692	86.92%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7180	71.80%
skin sensitisation	-	0.6284	62.84%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5145	51.45%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4846	48.46%
Acute Oral Toxicity (c)	III	0.5761	57.61%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	+	0.6541	65.41%
Thyroid receptor binding	+	0.6112	61.12%
Glucocorticoid receptor binding	+	0.6737	67.37%
Aromatase binding	+	0.6363	63.63%
PPAR gamma	+	0.5708	57.08%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9025	90.25%

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	97.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.35%	95.50%
CHEMBL2039	P27338	Monoamine oxidase B	86.96%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	86.44%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	85.70%	93.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.28%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.38%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.37%	93.10%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.85%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.84%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.51%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.80%	89.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.50%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.10%	95.89%

Plants that contains it

• Iris cristata

Cross-Links

• PubChem: 162938232
• LOTUS: LTS0253544
• wikiData: Q105263931