(4aS,6aR,6bS,8aR,12aR,14aS,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-one

Details

• Internal ID: 5e225879-deca-4c10-a59a-bd5b79bda0b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6bS,8aR,12aR,14aS,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-one
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(=O)C5(C)C)C)C)C2C1)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@]3(C(=CC[C@@H]4[C@]3(CC[C@H]5[C@@]4(CCC(=O)C5(C)C)C)C)[C@@H]1CC(CC2)(C)C)C
• InChI: InChI=1S/C30H48O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-23H,10-19H2,1-8H3/t21-,22+,23-,27+,28-,29+,30+/m0/s1
• InChI Key: LIIFBMGUDSHTOU-HANRPTGSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O
• Molecular Weight: 424.70 g/mol
• Exact Mass: 424.370516150 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 8.38
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5830	58.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5943	59.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9568	95.68%
P-glycoprotein inhibitior	-	0.6146	61.46%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	+	0.6134	61.34%
CYP2C9 substrate	-	0.7886	78.86%
CYP2D6 substrate	-	0.7886	78.86%
CYP3A4 inhibition	-	0.8667	86.67%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.6059	60.59%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	-	0.7011	70.11%
CYP inhibitory promiscuity	-	0.7940	79.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4890	48.90%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8975	89.75%
Skin irritation	+	0.6269	62.69%
Skin corrosion	-	0.9767	97.67%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4409	44.09%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	+	0.8349	83.49%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5418	54.18%
Acute Oral Toxicity (c)	III	0.7316	73.16%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	+	0.7042	70.42%
Glucocorticoid receptor binding	+	0.8674	86.74%
Aromatase binding	+	0.6964	69.64%
PPAR gamma	+	0.6641	66.41%
Honey bee toxicity	-	0.8611	86.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.69%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.50%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.14%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.90%	82.69%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	87.16%	94.78%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.24%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	84.13%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	83.86%	95.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.05%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.38%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	81.25%	92.98%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.42%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.32%	92.94%

Plants that contains it

• Acacia cambagei
• Adenopeltis serrata
• Armoracia rusticana
• Arnica viscosa
• Aster alpinus
• Berberis crataegina
• Bituminaria bituminosa
• Boophone disticha
• Calceolaria thyrsiflora
• Calophyllum thwaitesii
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Coptis trifolia
• Cordiera macrophylla
• Crataegus pontica
• Dalbergia odorifera
• Dalbergia stipulacea
• Delphinium ajacis
• Echinocystis lobata
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Felicia amelloides
• Flindersia brayleyana
• Helenium quadridentatum
• Heracleum sphondylium
• Inulanthera dregeana
• Jungermannia obovata
• Kummerowia striata
• Lophanthera lactescens
• Manihot esculenta
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Melaleuca decora
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Paramignya scandens
• Pedicularis condensata
• Perityle vaseyi
• Phlomoides medicinalis
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Podocarpus nivalis
• Porella swartziana
• Pteris sinensis
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Schisandra arisanensis
• Senecio flavus
• Senecio polyodon
• Senna sophera
• Sida cordifolia
• Solanum sisymbriifolium
• Styphnolobium japonicum
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 38359273
• NPASS: NPC283389
• LOTUS: LTS0237856
• wikiData: Q105152195